The first example of enantioselective allyl transfer from a linear homoallylic alcohol to an aldehyde

Teck Peng Loh; Chi Lik Ken Lee; Kui Thong Tan

doi:10.1021/ol0263999

The first example of enantioselective allyl transfer from a linear homoallylic alcohol to an aldehyde

Teck Peng Loh^*, Chi Lik Ken Lee, Kui Thong Tan

^*Corresponding author for this work

National University of Singapore

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

41 Citations (Scopus)

Abstract

(Formula Presented) The first example of enantioselective linear homoallylic alcohol transfer reaction was revealed. In all cases, the whole rearrangement is thermodynamically favorable and a steric effect is the driving force of this reaction. The preservation of the stereocenter and olefin geometry together with the isolation of γ-adduct homoallylic alcohols in one isomeric form have warranted the proposed mechanism.

Original language	English
Pages (from-to)	2985-2987
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	17
DOIs	https://doi.org/10.1021/ol0263999
Publication status	Published - Aug 22 2002
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0263999

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abstract = "(Formula Presented) The first example of enantioselective linear homoallylic alcohol transfer reaction was revealed. In all cases, the whole rearrangement is thermodynamically favorable and a steric effect is the driving force of this reaction. The preservation of the stereocenter and olefin geometry together with the isolation of γ-adduct homoallylic alcohols in one isomeric form have warranted the proposed mechanism.",

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AU - Loh, Teck Peng

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AU - Tan, Kui Thong

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Y1 - 2002/8/22

N2 - (Formula Presented) The first example of enantioselective linear homoallylic alcohol transfer reaction was revealed. In all cases, the whole rearrangement is thermodynamically favorable and a steric effect is the driving force of this reaction. The preservation of the stereocenter and olefin geometry together with the isolation of γ-adduct homoallylic alcohols in one isomeric form have warranted the proposed mechanism.

AB - (Formula Presented) The first example of enantioselective linear homoallylic alcohol transfer reaction was revealed. In all cases, the whole rearrangement is thermodynamically favorable and a steric effect is the driving force of this reaction. The preservation of the stereocenter and olefin geometry together with the isolation of γ-adduct homoallylic alcohols in one isomeric form have warranted the proposed mechanism.

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The first example of enantioselective allyl transfer from a linear homoallylic alcohol to an aldehyde

Abstract

ASJC Scopus Subject Areas

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