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

43 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

Access to Document

10.1021/ol801249w

Cite this

@article{bdc08ab0ef2c485bad63f437beafbee3,

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",

month = dec,

day = "1",

doi = "10.1021/ol801249w",

language = "English",

volume = "10",

pages = "3375--3377",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "15",

}

TY - JOUR

T1 - Organozinc reagents in DMSO solvent

T2 - Remarkable promotion of S N2′ reaction for allene synthesis

AU - Kobayashi, Koji

AU - Naka, Hiroshi

AU - Wheatley, Andrew E.H.

AU - Kondo, Yoshinori

PY - 2008/12/1

Y1 - 2008/12/1

N2 - (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.

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.

UR - http://www.scopus.com/inward/record.url?scp=49649104515&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=49649104515&partnerID=8YFLogxK

U2 - 10.1021/ol801249w

DO - 10.1021/ol801249w

M3 - Article

C2 - 18582072

AN - SCOPUS:49649104515

VL - 10

SP - 3375

EP - 3377

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 15

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this