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

National University of Singapore

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

41 Scopus citations

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
State	Published - 22 Aug 2002
Externally published	Yes

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title = "The first example of enantioselective allyl transfer from a linear homoallylic alcohol to an aldehyde",

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.",

author = "Loh, {Teck Peng} and Lee, {Chi Lik Ken} and Tan, {Kui Thong}",

year = "2002",

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doi = "10.1021/ol0263999",

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journal = "Organic Letters",

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AU - Loh, Teck Peng

AU - Lee, Chi Lik Ken

AU - Tan, Kui Thong

PY - 2002/8/22

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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DO - 10.1021/ol0263999

M3 - 文章

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AN - SCOPUS:0013282193

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SP - 2985

EP - 2987

JO - Organic Letters

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ER -

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

Abstract

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