Month: July 2023

Canova, Sophie et al. published their research in Organic Letters in 2006 | CAS: 93379-49-8

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

Rearrangement of Homoallylic Alcohols Induced by DAST was written by Canova, Sophie;Bellosta, Veronique;Mignani, Serge;Bigot, Antony;Cossy, Janine. And the article was included in Organic Letters in 2006.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

Nonracemic α-substituted-β-methoxy homoallylic alcs. RCH(OH)CH(OMe)CH:CH2 [R = TBDPSOCH2CH2, PhCH2OCH2CH2, (R)-TBDPSOCH2CHMe, (S)-TBDPSOCH2CHMeCH2; TBDPS = Me3CSi(Ph)2; (I)] undergo diethylaminosulfur trifluoride (DAST)-mediated fluorination and rearrangement on silica gel to provide β,γ-unsaturated aldehydes RCH(CHO)CH:CH2 [R = TBDPSOCH2CH2, PhCH2OCH2CH2, (R)-TBDPSOCH2CHMe, (S)-TBDPSOCH2CHMeCH2; (II)] in 76-90% yields and with good transfer of chirality. II are unstable to prolonged treatment with silica gel, rearranging to the corresponding α,β-unsaturated aldehydes, and are reduced with sodium borohydride to the primary homoallylic alcs. RCH(CH2OH)CH:CH2 [R = TBDPSOCH2CH2, PhCH2OCH2CH2, (R)-TBDPSOCH2CHMe, (S)-TBDPSOCH2CHMeCH2]. The racemic homoallylic alcs. PhCH2CH(OH)CH2CH:CH2 and TBDPSOCH2CH2CH(OH)CH2CH:CH2 lacking an α-methoxy substituent undergo fluorination without rearrangement; reaction of the secondary alc. derived from I [R = (R)-TBDPSOCH2CHMe] by hydrogenation of the olefin with DAST yields a complex mixture In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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