Tag: M.W=500-600

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Liang, Xiao; Jiang, Shi-Zhi; Wei, Kun; Yang, Yu-Rong researched the compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine( cas:1265884-98-7 ).SDS of cas: 1265884-98-7.They published the article 《Enantioselective Total Synthesis of (-)-Alstoscholarisine A》 about this compound( cas:1265884-98-7 ) in Journal of the American Chemical Society. Keywords: alstoscholarisine A enantioselective total synthesis Friedel Crafts iridium catalyst; tandem addition aldol enantioselective total synthesis alstoscholarisine A; reductive amination cyclization total synthesis alstoscholarisine A. We’ll tell you more about this compound (cas:1265884-98-7).

We report a concise and highly enantioselective total synthesis of (-)-alstoscholarisine A (I), a recently isolated monoterpenoid indole alkaloid that has significant bioactivity in promoting adult neuronal stem cells proliferation. A highly enantioselective (99% ee), intramol. Ir-catalyzed Friedel-Crafts alkylation of indole II with a secondary allylic alc. was utilized to establish the first stereogenic center upon which the other three contiguous chiral centers were readily set by a highly stereoselective tandem 1,4-addition and aldol reaction. The key tetrahydropyran was constructed through a hemiacetal reduction, and the final aminal bridge was forged by a one-pot reductive amination/cyclization. The conciseness of this approach was highlighted by building core bonds in each step with a minimalist protecting group strategy.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Application of 1265884-98-7. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, is researched, Molecular C34H22NO2P, CAS is 1265884-98-7, about Enantio- and Diastereodivergent Dual Catalysis: α-Allylation of Branched Aldehydes. Author is Krautwald, Simon; Sarlah, David; Schafroth, Michael A.; Carreira, Erick M..

An important challenge in asym. synthesis is the development of fully stereodivergent strategies to access the full complement of stereoisomers of products bearing multiple stereocenters. In the ideal case, where four products are possible, applying distinct catalysts to the same set of starting materials under identical conditions would in a single step afford any given stereoisomer. Herein, the authors describe the realization of this concept in a fully stereodivergent dual-catalytic synthesis of γ,δ-unsaturated aldehydes bearing vicinal quaternary/tertiary stereogenic centers. The reaction is enabled by chiral iridium and amine catalysts, which activate the allylic alc. and aldehyde substrates, resp. Each catalyst exerts high local stereocontrol irresp. of the other’s inherent preference.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1265884-98-7, is researched, SMILESS is N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81, Molecular C34H22NO2PJournal, Article, Research Support, Non-U.S. Gov’t, Angewandte Chemie, International Edition called Asymmetric Total Synthesis of Mycoleptodiscin A, Author is Zhou, Shupeng; Chen, Hao; Luo, Yijie; Zhang, Wenhao; Li, Ang, the main research direction is mycoleptodiscin A asym total synthesis; CN bond formation; allylic substitution; indole terpenoids; iridium catalysis; polyene cyclization.Computed Properties of C34H22NO2P.

The first total synthesis of mycoleptodiscin A, a structurally unusual indolosesquiterpenoid possessing an ortho-benzoquinone motif, has been accomplished. A sulfone alkylation coupled two readily available fragments to give an aryl triene intermediate. The tetracyclic core of the mol. was assembled through a highly enantioselective iridium-catalyzed polyene cyclization. The benzylic homologation was achieved by a cationic cyanation. The indole motif was constructed via a copper-mediated intramol. C-N bond formation at a late stage.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1265884-98-7, is researched, SMILESS is N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81, Molecular C34H22NO2PJournal, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Copper-Catalyzed Asymmetric Hydroboration of α-Dehydroamino Acid Derivatives: Facile Synthesis of Chiral β-Hydroxy-α-amino Acids, Author is He, Zhi-Tao; Zhao, Yi-Shuang; Tian, Ping; Wang, Chuan-Chuan; Dong, Han-Qing; Lin, Guo-Qiang, the main research direction is dehydroamino acid preparation asym hydroboration copper catalyst; hydroxy amino acid asym preparation.Product Details of 1265884-98-7.

The Cu-catalyzed asym. conjugate hydroboration reaction of β-substituted α-dehydroamino acid derivatives has been established, affording enantio-enriched syn- and anti-β-boronate-α-amino acid derivatives with excellent combined yields (83-99%, dr ≈ 1:1) and excellent enantioselectivities (92-98% ee). The hydroboration products were expediently converted into valuable β-hydroxy-α-amino acid derivatives, which were widely used in the preparation of chiral drugs and bioactive mols.

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1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Name: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, is researched, Molecular C34H22NO2P, CAS is 1265884-98-7, about Iridium-Catalyzed Enantioselective Allyl-Allyl Cross-Coupling of Racemic Allylic Alcohols with Allylboronates. Author is Zheng, Yu; Yue, Bei-Bei; Wei, Kun; Yang, Yu-Rong.

Carreira’s iridium-(P, olefin) phosphoramidite-based catalytic system that allows asym. allyl-allylboronate cross-coupling with high enantioselectivity is reported. This transformation tolerates a large variety of racemic branched allylic alcs. and allylboronate substrates. The utility of the coupling is demonstrated in a concise catalytic asym. synthesis of (-)-preclamol (I).

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1265884-98-7, is researched, Molecular C34H22NO2P, about Tandem Allylation/1,2-Boronate Rearrangement for the Asymmetric Synthesis of Indolines with Adjacent Quaternary Stereocenters, the main research direction is indole boronate ester allylic acetate palladium allylation boronate rearrangement; indoline stereoselective preparation.Electric Literature of C34H22NO2P.

A three-component coupling using lithiated indoles, boronate esters and allylic acetates generates chiral indolines with adjacent quaternary stereocenters. Successful stereocontrol required the use of phosphoramidite ligands not previously described for organopalladium chem. Mechanistic studies indicate a monodentate PdL intermediate, and a stepwise allylation-aryl/alkyl migration. A protodeborylation strategy was used to install a C-H bond in place of the C-B bond. A photoredox coupling was used to replace C-B bond with a C-C bond in a highly diastereoselective manner. In the specific case of methyl-vinyl ketone, a novel radical-mediated annulation provides polycyclic products with high enantio- and diastereoselectivity.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, is researched, Molecular C34H22NO2P, CAS is 1265884-98-7, about Asymmetric γ-Allylation of α,β-Unsaturated Aldehydes by Combined Organocatalysis and Transition-Metal Catalysis, the main research direction is aldehyde unsaturated regioselective enantioselective diastereoselective allylation allylic alc acetate; cyclic aldehyde dienoic asym synthesis; allylation; asymmetric catalysis; diastereodivergence; dual catalysis; regiodivergence.Recommanded Product: 1265884-98-7.

The first asym. regio- and diastereodivergent γ-allylation of cyclic α,β-unsaturated aldehydes I (X = CH2, R1 = H, 7-F, 6-MeO, 5,7-Me2, etc.; X = O, S, R1 = H) with various allylic alcs. R2CH(OH)CH:CH2 (R2 = Ph, 2-MeC6H4, 4-MeOC6H4, 4-O2NC6H4, etc.) or allylic acetates R2CH:CHCH2OAc based on combined organocatalysis and transition-metal catalysis is disclosed. By combining an aminocatalyst with an iridium catalyst, both diastereomers of branched allylated products II can be obtained from I and allylic alcs. in moderate to good yields and excellent regio- and stereoselectivities. Furthermore, by replacing the iridium catalyst with a palladium catalyst, the linear allylated products III were formed in good yields and excellent regio- and enantioselectivities from I and allylic acetates. The developed method thus provides selective access to all six isomers of the γ-allylated product in a divergent fashion by choosing the appropriate combination of organocatalyst, transition-metal catalyst, and ligand.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, is researched, Molecular C34H22NO2P, CAS is 1265884-98-7, about Iridium-Catalyzed Enantioselective Indole Cyclization: Application to the Total Synthesis and Absolute Stereochemical Assignment of (-)-Aspidophylline A, the main research direction is iridium catalyzed enantioselective indole cyclization aspidophylline A synthesis; absolute configuration aspidophylline A; enantioselective indole allylic alkylation iminium cyclization cascade; cyclizations; enantioselectivity; indoles; iridium; total synthesis.Application In Synthesis of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine.

The first enantioselective total synthesis of (-)-aspidophylline A (I), including assignment of its absolute configuration has been accomplished. A key element of the synthesis is a highly enantioselective indole allylic alkylation/iminium cyclization cascade which was developed by employing a combination of Lewis acid activation and an iridium/ligand catalyst. This strategy relies on the direct use of 2,3-disubstituted indoles with secondary allylic alcs. appended at C2 and heteronucleophiles appended at C3, indoles which are easily prepared from simple starting materials under C-H activation conditions.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Category: dioxole. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, is researched, Molecular C34H22NO2P, CAS is 1265884-98-7, about Catalytic asymmetric C-C cross-couplings enabled by photoexcitation. Author is Crisenza, Giacomo E. M.; Faraone, Adriana; Gandolfo, Eugenio; Mazzarella, Daniele; Melchiorre, Paolo.

Here, authors show how by simply using visible light can divert the established ionic reactivity of a chiral allyl-iridium(III) complex to switch on completely new catalytic functions, enabling mechanistically unrelated radical-based enantioselective pathways. Photoexcitation provides the chiral organometallic intermediate with the ability to activate substrates via an electron-transfer manifold. This redox event unlocks an otherwise inaccessible cross-coupling mechanism, since the resulting iridium(II) center can intercept the generated radicals and underwent a reductive elimination to forge a stereogenic center with high stereoselectivity. This photochem. strategy enables difficult-to-realize enantioselective alkyl-alkyl cross-coupling reactions between allylic alcs. and readily available radical precursors, which are not achievable under thermal activation.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Iridium-Catalyzed Enantioconvergent Allylation of a Boron-Stabilized Organozinc Reagent, published in 2021-07-16, which mentions a compound: 1265884-98-7, mainly applied to iridium catalyzed stereoselective coupling organozinc reagent racemic allylic carbonate; chiral homoallylic organoboronic ester stereoselective preparation reactivity, Formula: C34H22NO2P.

An Ir-catalyzed enantioconvergent coupling of the versatile B-stabilized organozinc reagent BpinCH2ZnI with a racemic branched allylic carbonate was developed here, which differs from the authors’ previous work by using 1,1-bisborylmethane through the kinetic resolution process. The reaction has a broad substrate scope, and various chiral homoallylic organoboronic esters could be obtained in good yields with excellent enantioselectivities. The synthetic practicability of the products was demonstrated by their conversion to other useful families of compounds

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem