Tag: M.W=500-600

Category: dioxole. 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 allylation of silyl enol ethers derived from ketones and α,β-unsaturated ketones. Author is Liang, Xiao; Wei, Kun; Yang, Yu-Rong.

The unified Ir-catalyzed enantioselective allylic substitution reactions of silyl enol ethers derived from ketones and α,β-unsaturated ketones with branched, racemic allylic alcs. are described. This transformation is catalyzed by the Carreira system and proceeds without fluoride, and with high ee and b:l ratio. The synthetic utility of this method was illustrated by the concise enantioselective total synthesis of marine natural products calyxolane A, B, I and II, resp., and by the assignment of the absolute configuration of calyxolane A.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Angewandte Chemie, International Edition called Diastereodivergent Reverse Prenylation of Indole and Tryptophan Derivatives: Total Synthesis of Amauromine, Novoamauromine, and epi-Amauromine, Author is Mueller, Jonas M.; Stark, Christian B. W., which mentions a compound: 1265884-98-7, SMILESS is N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81, Molecular C34H22NO2P, HPLC of Formula: 1265884-98-7.

A regio- and stereoselective reverse prenylation of indole and tryptophan derivatives is presented. All four possible stereoisomers are accessible through this iridium-catalyzed reaction. The stereoselectivity is controlled by a chiral phosphoramidite ligand in combination with an achiral borane additive and can be switched by changing the nature of the borane. One enantiomer of the ligand is thus sufficient to prepare all possible isomers. The synthetic potential of this method was demonstrated by a short total synthesis of amauromine and its two natural diastereomers.

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

Product Details of 1265884-98-7. 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 Iridium-Catalyzed Enantioselective Allylic Alkylation with Functionalized Organozinc Bromides. Author is Hamilton, James Y.; Sarlah, David; Carreira, Erick M..

Iridium-catalyzed enantioselective allylic alkylation of branched racemic carbonates R1CH(OBoc)CH:CH2 (R1 = MeCH:CH, Ph, 3-MeOC6H4, 3-thienyl, 2-naphthyl, PhCH2CH2CC, etc.) with functionalized alkylzinc bromide reagents R2ZnBr [R2 = EtO2C(CH2)3, NC(CH2)4, 1,3-dioxolan-2-ylmethyl, etc.] is described. Enabled by a chiral Ir/(P,olefin) complex, this method allows allylic substitution with various primary and secondary alkyl nucleophiles with excellent regio- and enantioselectivities. The developed reaction was showcased in a concise, asym. synthesis of (-)-preclamol.

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

Quality Control of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine. 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 Enantioselective Total Synthesis of (-)-Alstoscholarisine A. Author is Liang, Xiao; Jiang, Shi-Zhi; Wei, Kun; Yang, Yu-Rong.

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.

In addition to the literature in the link below, there is a lot of literature about this compound(5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine)Quality Control of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, illustrating the importance and wide applicability of this compound(1265884-98-7).

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

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Total Synthesis of (-)-Actinophyllic Acid Enabled by a Key Dual Ir/Amine-Catalyzed Allylation, published in 2018-08-03, which mentions a compound: 1265884-98-7, Name is 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, Molecular C34H22NO2P, Electric Literature of C34H22NO2P.

A synthetic strategy for the catalytic asym. total synthesis of (-)-actinophyllic acid is described. This highly efficient and enantioselective approach allows the rapid installation of the four contiguous chiral centers (C16, C15, C20, and C19) by way of a dual Ir/amine catalytic allylation of a 2-indolyl vinyl carbinol and an aldol reaction of the resultant chiral aldehyde (I) with 2-pyrrolidinone. The key indol-3-ylmethanamine moiety and 1-azabicyclo[4.2.1]nonane ring system were readily generated through a selective Mannich-like cyclization and an intramol. N-alkylation, resp.

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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 Iridium-Catalyzed Enantioselective Allylation of Aryl Enamides and Enecarbamates, the main research direction is enantioselective regioselective allylation aryl enamide enecarbamate iridium catalyst; homoallylic ketone enantioselective regioselective synthesis.Related Products of 1265884-98-7.

Aromatic enamide and enecarbamate as a novel type of nucleophile in the asym. allylation of branched, racemic allylic alcs. to give homoallylic ketones has been described. Enabled by Carreira’s chiral Ir (P, olefin) complex, the reactions proceed in good yields with excellent enantioselectivities.

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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 Enantioselective Iridium-Catalyzed α-Allylation with Aqueous Solutions of Acetaldehyde, the main research direction is unsaturated aldehyde enantioselective synthesis iridium catalyzed allylation allylic alc.Product Details of 1265884-98-7.

The enantioselective α-allylation of aqueous solutions of acetaldehyde using iridium- and amine-catalyzed substitution of racemic allylic alcs. is described. The method utilizes a readily available, safely handled aqueous solution of acetaldehyde and furnishes γ,δ-unsaturated aldehydes in good yields and greater than 99% enantiomeric excess. The synthetic potential of the method is demonstrated with the enantioselective formal syntheses of heliannuols C and E as well as heliespirones A and C.

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

Synthetic Route of C34H22NO2P. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. 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 Total Synthesis of (+)-Asperolide C by Iridium-Catalyzed Enantioselective Polyene Cyclization. Author is Jeker, Oliver F.; Kravina, Alberto G.; Carreira, Erick M..

The first total synthesis of tetranorlabdane diterpenoid asperolide C (I) is reported. This study demonstrates the use of an enantioselective polyene cyclization for natural product synthesis and relies on modern iridium catalysis to prepare the carbobicyclic core scaffold. The synthesis also features cross-coupling reactions, specifically, the Pd-mediated coupling of a dienol triflate, H2C:CHC(OTf):CHCH2CH2OCH2C6H4OMe-4, with Me3SiCH2B(OH)2, which produces an allylic silane.

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

COA of Formula: C34H22NO2P. 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 Stereodivergent α-Allylation of Linear Aldehydes with Dual Iridium and Amine Catalysis. Author is Krautwald, Simon; Schafroth, Michael A.; Sarlah, David; Carreira, Erick M..

We describe the fully stereodivergent, dual catalytic α-allylation of linear aldehydes. The reaction proceeds via direct iridium-catalyzed substitution of racemic allylic alcs. with enamines generated in situ. The use of an Ir(P,olefin) complex and a diarylsilyl prolinol ether as catalysts in the presence of dimethylhydrogen phosphate as the promoter proved to be crucial for achieving high enantio- and diastereoselectivity (>99% ee, up to >20:1 dr). The utility of the method is demonstrated in a concise enantioselective synthesis of the antidepressant (-)-paroxetine.

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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 Cu-Catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1,6-enynes, the main research direction is copper chiral phosphine asym cyclization enyne catalyst preparation tetrahydrobenzofuranone; tetrahydrobenzofuranone boronate chiral preparation asym cyclization enyne copper catalyst.Computed Properties of C34H22NO2P.

The first CuCl/phosphine-catalyzed asym. borylative cyclization of cyclohexadienone-containing 1,6-enynes I (1a-r) is achieved through a tandem process: selective β-borylation of propargylic ether and subsequent conjugate addition to cyclohexadienone, giving bicyclic enones II [3a-r, R1 = H, Me, Et, Bu; R2 = Me, Et, PhCH2, 4-BrC6H4, TBSOCH2CH2, iPr, CH2:CH, MeOCOCH2, Br(CH2)3, CH2:CHCH2, Ph, AcO(CH2)2, MeO; R3 = H, Me; R4 = H, Me] with moderate to high yields and generally, with >90% ee. The reaction proceeds with excellent regioselectivity and enantioselectivity to afford an optically pure cis-hydrobenzofuran framework bearing alkenylboronate and enone substructures. Furthermore, the resulting bicyclic products could be converted to bridged and tricyclic ring structures. This method extends the realm of Cu-catalyzed asym. tandem reactions using bis(pinacolato)diboron (B2pin2).

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