A NOVEL METHOD FOR THE STEREOSELECTIVE SYNTHESIS OF β-AMINOACID DERIVATIVES VIA TIN(II) CARBOXYLIC THIOESTER ENOLATES
- 5 June 1986
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 15 (6) , 1013-1016
- https://doi.org/10.1246/cl.1986.1013
Abstract
Tin(II) carboxylic thioester enolates, formed in situ from stannous 2-methyl-2-propanethiolate and ketenes, react with imines in the presence of stannous triflate to give the corresponding β-aminocarboxylic thioesters in an anti-selective manner. This method is successfully applied to a diastereoselective synthesis of a carbapenem antibiotic PS-5 intermediate.Keywords
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