A SHORT SYNTHESIS OF 7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE. A BASIC SKELETON OF PENICILLIN-TYPE β-LACTAMS
- 5 May 1985
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 14 (5) , 659-660
- https://doi.org/10.1246/cl.1985.659
Abstract
7-Oxo-4-thia-1-azabicyclo[3.2.0]heptane, a basic skeleton of penicillins, was synthesized for the first time from ethyl propiolate in three steps. The key step was the formation of β-lactam ring of thiazolidine-2-acetic acid by the use of Mukaiyama-Ohno’s method.This publication has 3 references indexed in Scilit:
- Ph3P-(PyS)2-CH3CN as an excellent condensing system for .beta.-lactam formation from .beta.-amino acidsJournal of the American Chemical Society, 1981
- Synthesis and circular dichroism of (5S)-1-azabicyclo[3.2.0]heptan-7-oneThe Journal of Organic Chemistry, 1978
- Oxidation‐Reduction CondensationAngewandte Chemie International Edition in English, 1976