Transformation of 4-Acetoxy-3-Vinylazetidin-2-Ones to 3-(1-Hydroxyethyl)Azetidin-2-Ones and 3-Ethylideneazetidin-2-Ones: Intermediates for Carbapenem Antibiotics-Reference-Cited by-同舟云学术

Transformation of 4-Acetoxy-3-Vinylazetidin-2-Ones to 3-(1-Hydroxyethyl)Azetidin-2-Ones and 3-Ethylideneazetidin-2-Ones: Intermediates for Carbapenem Antibiotics

Published:2001-05 Issue:5 Volume:2001 Page:166-169
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Neary Anthony D.¹,Burke Catherine M.¹,O'Leary Aisling C.¹,Meegan Mary J.¹

Affiliation:

1. Department of Pharmaceutical Chemistry, School of Pharmacy, Trinity College Dublin, Dublin 2, Ireland

Abstract

4-Acetoxy-3-vinylazetidin-2-one and 4-formyl-3-vinylazetidin-2-one are transformed to the carbapenem intermediates 4-acetoxy-3-(1-hydroxyethyl)azetidin-2-one and 4-acetoxy-3-ethylideneazetidin-2-one respectively, and the synthesis of a 6-vinylcarbapenem is reported.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823401103169469

Reference11 articles.

1. The carbapenems: new broad spectrum -lactam antibiotics

2. 3-(2-Alkoxy-1-hydroxyethyl)azetidin-2-ones: Potential Intermediates for the Synthesis of Novel Carbapenems

3. Synthetic Studies of Carbapenem and Penem Antibiotics. I. Facile Synthesis of a Key Intermediate:4-Acetoxy-3-(1-hydroxyethyl)-2-azetidinone.

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