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S-alkyl dithioformates as 1,3-dipolarophiles. Generation of C(2)-unsubstituted penems.

Authors :
Sanchez S
Bateson JH
O'Hanlon PJ
Gallagher T
Source :
Organic letters [Org Lett] 2004 Aug 05; Vol. 6 (16), pp. 2781-3.
Publication Year :
2004

Abstract

S-Alkyl dithioformates, generated by a cycloreversion process, react as 1,3-dipolarophiles with beta-lactam-based azomethine ylids to provide, after (net) elimination of MeSH, C(2)-unsubstituted penems. The overall cycloreversion/cycloaddition sequence was accelerated by microwave irradiation. [reaction: see text]

Details

Language :
English
ISSN :
1523-7060
Volume :
6
Issue :
16
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
15281768
Full Text :
https://doi.org/10.1021/ol048991z