Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Report | Regular issue | Vol 22, No. 12, 1984, pp.2757-2763
Published online, 1st January, 1970
DOI: 10.3987/R-1984-12-2757
The Chlorinolysis of Azetidinone Disulfides

Ronald G. Micetich,* Rajeshwar Singh, Werner O. Merlo, Daniel M. Tetteh, Chia-Cheng Shaw, and Robert B. Morin

*Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada


The chlorinolysis of dithiazeneazetidinones, unsym-azetidinone disulfides, and 2-chloromethylpenams, with sulfuryl chloride produce the 2-[2’(R and S)-chloro-4’-oxoazetidin-1’-yl]-3-chloromethyl-3-chlorosulfenylbutyric acid ester isomers in which the S-isomer predominates. Treatment of this compound (R and S isomers) with pyridine results in elimination of HSCl and formation of the Z and E isomers in which the Z isomer predominates.