2-aza-1,3-dienes as novel precursors for the synthesis of N-unsubstituted β-lactams. A three step synthesis of 4-acetoxy-3-phenoxy-2-azeridinone

Gunda I. Georg, Joydeep Kant, Ping He, Ana Maria Ly, Lynn Lampe

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

2-Aza-1,3-dienes, prepared in excellent yields from aldehydes and readily available allylamine, were utilized to synthesize N-(1-propenyl)-β-lactams. Oxidative cleavage of the N-protecting group produced N-unsubstituted β-lactams. 4-Acetoxy-3-phenoxy-2-azetidinone was synthesized in three steps and 34% overall yield.

Original languageEnglish (US)
Pages (from-to)2409-2412
Number of pages4
JournalTetrahedron Letters
Volume29
Issue number20
DOIs
StatePublished - 1988
Externally publishedYes

Bibliographical note

Funding Information:
ACkUX#leageoents: Financial assistance fran the National Institutes of The American Heart Association of Kansas (KS-87-G-17) and the Bianedical 5606) at the University of Kansas is acknowledged.

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