Synthesis of some 1-oxa-1-dethiacephalosporins
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 9,p. 2268-2275
- https://doi.org/10.1039/p19790002268
Abstract
The penicillin-derived (3R,4R)-4-methylsulphonyl-3-triphenylmethylaminoazetidin-2-one (14) has been converted into various (6R, 7S)-1-oxa-1-dethiacephalosporins, the dihydro-oxazine ring being closed by an intramolecular Wittig reaction. The isomerisation and cyclopropanation of the double bond in (6R, 7S)-t-butyl 3-methyl-7-triphenylmethylamino-1-oxa-1-dethiaceph-3-em-4-carboxylate (21; R1= CMe3) have been investigated.This publication has 4 references indexed in Scilit:
- Synthesis of some 1-oxadethiaceph-3-emsJournal of the Chemical Society, Perkin Transactions 1, 1978
- Total synthesis of (.+-.)-1-carbacefoxitin and -cefamandole and (.+-.)-1-oxacefamandoleJournal of Medicinal Chemistry, 1977
- Syntheses based on 1,2-secopenicillins. Part I. OxidationJournal of the Chemical Society, Perkin Transactions 1, 1976
- Syntheses based on 1,2-secopenicillins. Part III. Hydration of 4-(3-substituted prop-2-ynylthio)azetidin-2-ones and a new cephalosporin synthesisJournal of the Chemical Society, Perkin Transactions 1, 1976