An organocatalytic approach to the construction of chiral oxazolidinone rings and application in the synthesis of antibiotic linezolid and its analogues

Lirong Song; Xiaobei Chen; Shilei Zhang; Haoyi Zhang; Ping Li; Guangshun Luo; Wenjing Liu; Wenhu Duan; Wei Wang

doi:10.1021/ol802333n

An organocatalytic approach to the construction of chiral oxazolidinone rings and application in the synthesis of antibiotic linezolid and its analogues

Lirong Song
, Xiaobei Chen
, Shilei Zhang
, Haoyi Zhang
, Ping Li
, Guangshun Luo
, Wenjing Liu
, Wenhu Duan
, Wei Wang

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

36 Scopus citations

Abstract

(Chemical Equation Presented) An efficient, catalytic asymmetric approach to antibacterial agent linezolid has been developed. The route features organocatalytic, highly enantioselective aldol and Beckman rearrangement reactions. The strategy has also been successfully applied for the preparation of new α-substituted analogues with high enantio- and diastereoselectivity.

Original language	English (US)
Pages (from-to)	5489-5492
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	23
DOIs	https://doi.org/10.1021/ol802333n
State	Published - 2008
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol802333n

Cite this

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title = "An organocatalytic approach to the construction of chiral oxazolidinone rings and application in the synthesis of antibiotic linezolid and its analogues",

abstract = "(Chemical Equation Presented) An efficient, catalytic asymmetric approach to antibacterial agent linezolid has been developed. The route features organocatalytic, highly enantioselective aldol and Beckman rearrangement reactions. The strategy has also been successfully applied for the preparation of new α-substituted analogues with high enantio- and diastereoselectivity.",

author = "Lirong Song and Xiaobei Chen and Shilei Zhang and Haoyi Zhang and Ping Li and Guangshun Luo and Wenjing Liu and Wenhu Duan and Wei Wang",

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journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - An organocatalytic approach to the construction of chiral oxazolidinone rings and application in the synthesis of antibiotic linezolid and its analogues

AU - Song, Lirong

AU - Chen, Xiaobei

AU - Zhang, Shilei

AU - Zhang, Haoyi

AU - Li, Ping

AU - Luo, Guangshun

AU - Liu, Wenjing

AU - Duan, Wenhu

AU - Wang, Wei

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) An efficient, catalytic asymmetric approach to antibacterial agent linezolid has been developed. The route features organocatalytic, highly enantioselective aldol and Beckman rearrangement reactions. The strategy has also been successfully applied for the preparation of new α-substituted analogues with high enantio- and diastereoselectivity.

AB - (Chemical Equation Presented) An efficient, catalytic asymmetric approach to antibacterial agent linezolid has been developed. The route features organocatalytic, highly enantioselective aldol and Beckman rearrangement reactions. The strategy has also been successfully applied for the preparation of new α-substituted analogues with high enantio- and diastereoselectivity.

UR - https://www.scopus.com/pages/publications/61349130056

UR - https://www.scopus.com/pages/publications/61349130056#tab=citedBy

U2 - 10.1021/ol802333n

DO - 10.1021/ol802333n

M3 - Article

C2 - 19006317

AN - SCOPUS:61349130056

SN - 1523-7060

VL - 10

SP - 5489

EP - 5492

JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

An organocatalytic approach to the construction of chiral oxazolidinone rings and application in the synthesis of antibiotic linezolid and its analogues

Abstract

ASJC Scopus subject areas

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