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Report | Regular issue | Vol 14, No. 5, 1980, pp.653-656
Published online, 1st January, 1970
DOI: 10.3987/R-1980-05-0653
A Synthesis of Ethyl 2-(8-cis-7-Thia-9-azabicyclo[4.3.0]nonanyl)acetate

Paul D. Woodgate,* David Chambers, Peter S. Rutledge, and Richard C. Cambie

*Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand


A diastereomeric mixture of ethyl 2-(8-cis-7-thia-9-azabicyclo[4.3.0]nonanyl)acetate (3), a useful model for cepham synthesis, is readily prepared from 2-methyl-2-thiazoline via the tautomeric mixture of ethyl 2-(2-cis-3a,4,5,6,7,7a,-hexahydrobenzothiazolyl)acetate (2) and 8-(ethoxycarbonylmethylene)-cis-7-thia-9-azabicyclo[4.3.0]nonane (6).