Organozinc reagents in DMSO solvent: Remarkable promotion of S N2′ reaction for allene synthesis

Koji Kobayashi; Hiroshi Naka; Andrew E.H. Wheatley; Yoshinori Kondo

doi:10.1021/ol801249w

Organozinc reagents in DMSO solvent: Remarkable promotion of S _N2′ reaction for allene synthesis

Koji Kobayashi, Hiroshi Naka, Andrew E.H. Wheatley, Yoshinori Kondo

PHA - Molecular Pharmaceutical Science

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

41 Citations (Scopus)

Abstract

(Chemical Equation Presented) The S_N2′ reaction of propragyl mesylates with organozinc reagents was dramatically improved in DMSO solvent, and the stereoselective conversion of chiral substrates was successfully achieved using LiCl-free diorganozinc without the loss of optical purity.

Original language	English
Pages (from-to)	3375-3377
Number of pages	3
Journal	Organic letters
Volume	10
Issue number	15
DOIs	https://doi.org/10.1021/ol801249w
Publication status	Published - 2008 Dec 1

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Organozinc reagents in DMSO solvent: Remarkable promotion of S N2′ reaction for allene synthesis",

abstract = "(Chemical Equation Presented) The SN2′ reaction of propragyl mesylates with organozinc reagents was dramatically improved in DMSO solvent, and the stereoselective conversion of chiral substrates was successfully achieved using LiCl-free diorganozinc without the loss of optical purity.",

author = "Koji Kobayashi and Hiroshi Naka and Wheatley, {Andrew E.H.} and Yoshinori Kondo",

year = "2008",

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AU - Kobayashi, Koji

AU - Naka, Hiroshi

AU - Wheatley, Andrew E.H.

AU - Kondo, Yoshinori

PY - 2008/12/1

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AB - (Chemical Equation Presented) The SN2′ reaction of propragyl mesylates with organozinc reagents was dramatically improved in DMSO solvent, and the stereoselective conversion of chiral substrates was successfully achieved using LiCl-free diorganozinc without the loss of optical purity.

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