Kinetic resolution of N-acyl-β-lactams via benzotetramisole-catalyzed enantioselective alcoholysis

Valentina D. Bumbu; Vladimir B. Birman

doi:10.1021/ja2058633

Kinetic resolution of N-acyl-β-lactams via benzotetramisole-catalyzed enantioselective alcoholysis

Valentina D. Bumbu
, Vladimir B. Birman

Department of Chemistry

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

67 Scopus citations

Abstract

The first nonenzymatic kinetic resolution of β-lactams has been achieved. Alcoholysis of their N-aroyl derivatives in the presence of a simple chiral acyl transfer catalyst, benzotetramisole, produces β-amino acid derivatives with excellent enantioselectivity.

Original language	English
Pages (from-to)	13902-13905
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	133
Issue number	35
DOIs	https://doi.org/10.1021/ja2058633
State	Published - Sep 7 2011

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title = "Kinetic resolution of N-acyl-β-lactams via benzotetramisole-catalyzed enantioselective alcoholysis",

abstract = "The first nonenzymatic kinetic resolution of β-lactams has been achieved. Alcoholysis of their N-aroyl derivatives in the presence of a simple chiral acyl transfer catalyst, benzotetramisole, produces β-amino acid derivatives with excellent enantioselectivity.",

author = "Bumbu, \{Valentina D.\} and Birman, \{Vladimir B.\}",

year = "2011",

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AU - Bumbu, Valentina D.

AU - Birman, Vladimir B.

PY - 2011/9/7

Y1 - 2011/9/7

N2 - The first nonenzymatic kinetic resolution of β-lactams has been achieved. Alcoholysis of their N-aroyl derivatives in the presence of a simple chiral acyl transfer catalyst, benzotetramisole, produces β-amino acid derivatives with excellent enantioselectivity.

AB - The first nonenzymatic kinetic resolution of β-lactams has been achieved. Alcoholysis of their N-aroyl derivatives in the presence of a simple chiral acyl transfer catalyst, benzotetramisole, produces β-amino acid derivatives with excellent enantioselectivity.

UR - https://www.scopus.com/pages/publications/80052311965

U2 - 10.1021/ja2058633

DO - 10.1021/ja2058633

M3 - Article

C2 - 21823609

AN - SCOPUS:80052311965

SN - 0002-7863

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 35

ER -

Kinetic resolution of N-acyl-β-lactams via benzotetramisole-catalyzed enantioselective alcoholysis

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