An improved method for the stereoselective synthesis of β-lactams from carboxylic acids and imines

Gunda I. Georg, Peter M. Mashava, Xiangming Guan

Research output: Contribution to journalArticlepeer-review

54 Scopus citations

Abstract

Carboxylic acids activated with Mukaiyama's reagent (2-chloro-N-methylpyridinium iodide) reacted with imines to produce β-lactams in good yields and with high stereoselectivity. The utilization of three equivalents of tripropylamine as the base was necessary to obtain high chemical yield and good stereoselectivity.

Original languageEnglish (US)
Pages (from-to)581-584
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number5
DOIs
StatePublished - Jan 28 1991

Bibliographical note

Funding Information:
Financial assrstance is acknowledged from the National Institute of Health (GM 42260) and the Btomedtcal Research Grant (RR 5606) at the University of Kansas We arc also grateful to the Afrtcan-American Institute, New York for a Post-Graduate Award to P M Mashavd WC wtsh to thank Mark Mrlstead for the synthesis of h-lactam 3h.

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