A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid

Yang Li; Jie Chen; Xiao Ping Cao

doi:10.1055/s-2005-918516

A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid

Yang Li
, Jie Chen
, Xiao Ping Cao

Lanzhou University

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

16 Scopus citations

Abstract

A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid has been accomplished in eight steps from hexanal in 24% overall yield. The key steps involved the catalytic asymmetric allylation of hexanal and the coupling reaction of a chiral alkyne and a protected bromide in the presence of t-BuLi.

Original language	English
Article number	F11805SS
Pages (from-to)	320-324
Number of pages	5
Journal	Synthesis
Issue number	2
DOIs	https://doi.org/10.1055/s-2005-918516
State	Published - 18 Jan 2006
Externally published	Yes

Keywords

(4E,7S)-(-)-7-methoxydodec-4-enoic acid
Catalytic asymmetric allylation
Coupling reaction
Stereoselective synthesis

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10.1055/s-2005-918516

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title = "A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid",

abstract = "A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid has been accomplished in eight steps from hexanal in 24\% overall yield. The key steps involved the catalytic asymmetric allylation of hexanal and the coupling reaction of a chiral alkyne and a protected bromide in the presence of t-BuLi.",

keywords = "(4E,7S)-(-)-7-methoxydodec-4-enoic acid, Catalytic asymmetric allylation, Coupling reaction, Stereoselective synthesis",

author = "Yang Li and Jie Chen and Cao, \{Xiao Ping\}",

year = "2006",

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doi = "10.1055/s-2005-918516",

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AU - Li, Yang

AU - Chen, Jie

AU - Cao, Xiao Ping

PY - 2006/1/18

Y1 - 2006/1/18

N2 - A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid has been accomplished in eight steps from hexanal in 24% overall yield. The key steps involved the catalytic asymmetric allylation of hexanal and the coupling reaction of a chiral alkyne and a protected bromide in the presence of t-BuLi.

AB - A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid has been accomplished in eight steps from hexanal in 24% overall yield. The key steps involved the catalytic asymmetric allylation of hexanal and the coupling reaction of a chiral alkyne and a protected bromide in the presence of t-BuLi.

KW - (4E,7S)-(-)-7-methoxydodec-4-enoic acid

KW - Catalytic asymmetric allylation

KW - Coupling reaction

KW - Stereoselective synthesis

UR - https://www.scopus.com/pages/publications/31544446623

U2 - 10.1055/s-2005-918516

DO - 10.1055/s-2005-918516

M3 - 文章

AN - SCOPUS:31544446623

SN - 0039-7881

SP - 320

EP - 324

JO - Synthesis

JF - Synthesis

IS - 2

M1 - F11805SS

ER -

A stereoselective synthesis of (4E,7S)-(-)-7-methoxydodec-4-enoic acid

Abstract

Keywords

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