Diastereoselective Intramolecular Hydride Transfer under Brønsted Acid Catalysis

Bin Wang; Dhika Aditya Gandamana; Fabien Gagosz; Shunsuke Chiba

doi:10.1021/acs.orglett.9b00590

Diastereoselective Intramolecular Hydride Transfer under Brønsted Acid Catalysis

Bin Wang, Dhika Aditya Gandamana, Fabien Gagosz^*, Shunsuke Chiba

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

A diastereoselective hydride transfer process has been developed under Brønsted acid-catalyzed reaction conditions using methyl ethers or acetals as hydride donors and tertiary alcohols or alkenes as precursors of carbocation. The method enables construction of complex molecules having multiple stereogenic centers from rather simple and readily available starting materials with predictable diastereoselective control.

Original language	English
Pages (from-to)	2298-2301
Number of pages	4
Journal	Organic Letters
Volume	21
Issue number	7
DOIs	https://doi.org/10.1021/acs.orglett.9b00590
Publication status	Published - Apr 5 2019
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2019 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "A diastereoselective hydride transfer process has been developed under Br{\o}nsted acid-catalyzed reaction conditions using methyl ethers or acetals as hydride donors and tertiary alcohols or alkenes as precursors of carbocation. The method enables construction of complex molecules having multiple stereogenic centers from rather simple and readily available starting materials with predictable diastereoselective control.",

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AB - A diastereoselective hydride transfer process has been developed under Brønsted acid-catalyzed reaction conditions using methyl ethers or acetals as hydride donors and tertiary alcohols or alkenes as precursors of carbocation. The method enables construction of complex molecules having multiple stereogenic centers from rather simple and readily available starting materials with predictable diastereoselective control.

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Diastereoselective Intramolecular Hydride Transfer under Brønsted Acid Catalysis

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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