A general strategy for the introduction of stereogenic centers bearing a methyl group: Total synthesis of sex pheromones

Shun Yi Wang; Ping Song; Yen Jin Chin; Teck Peng Loh

doi:10.1002/asia.201000663

A general strategy for the introduction of stereogenic centers bearing a methyl group: Total synthesis of sex pheromones

Shun Yi Wang, Ping Song, Yen Jin Chin, Teck Peng Loh^*

^*Corresponding author for this work

Nanyang Technological University

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

9 Citations (Scopus)

Abstract

We're bringing sexy back: The highly efficient introduction of stereogenic centers bearing methyl group by conjugate addition of RMgBr to α,β-unsaturated esters has been employed in the total syntheses of two sex pheromones (see scheme). Binap=[1,1'-binaphthalene]-2,2'- diylbis(diphenylphosphane).

Original language	English
Pages (from-to)	385-388
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	6
Issue number	2
DOIs	https://doi.org/10.1002/asia.201000663
Publication status	Published - Feb 1 2011
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
General Chemistry
Organic Chemistry

Keywords

asymmetric catalysis
conjugate addition
Grignard reagents
pheromones
total synthesis

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10.1002/asia.201000663

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abstract = "We're bringing sexy back: The highly efficient introduction of stereogenic centers bearing methyl group by conjugate addition of RMgBr to α,β-unsaturated esters has been employed in the total syntheses of two sex pheromones (see scheme). Binap=[1,1'-binaphthalene]-2,2'- diylbis(diphenylphosphane).",

keywords = "asymmetric catalysis, conjugate addition, Grignard reagents, pheromones, total synthesis",

author = "Wang, \{Shun Yi\} and Ping Song and Chin, \{Yen Jin\} and Loh, \{Teck Peng\}",

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AU - Song, Ping

AU - Chin, Yen Jin

AU - Loh, Teck Peng

PY - 2011/2/1

Y1 - 2011/2/1

N2 - We're bringing sexy back: The highly efficient introduction of stereogenic centers bearing methyl group by conjugate addition of RMgBr to α,β-unsaturated esters has been employed in the total syntheses of two sex pheromones (see scheme). Binap=[1,1'-binaphthalene]-2,2'- diylbis(diphenylphosphane).

AB - We're bringing sexy back: The highly efficient introduction of stereogenic centers bearing methyl group by conjugate addition of RMgBr to α,β-unsaturated esters has been employed in the total syntheses of two sex pheromones (see scheme). Binap=[1,1'-binaphthalene]-2,2'- diylbis(diphenylphosphane).

KW - asymmetric catalysis

KW - conjugate addition

KW - Grignard reagents

KW - pheromones

KW - total synthesis

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ER -

A general strategy for the introduction of stereogenic centers bearing a methyl group: Total synthesis of sex pheromones

Abstract

ASJC Scopus Subject Areas

Keywords

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