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Paper | Regular issue | Vol 26, No. 2, 1987, pp.437-445
Published online, 1st January, 1970
DOI: 10.3987/R-1987-02-0437
Acetoxylation of 1-Benzyloxy β-Lactams at C-4 via a Reduction-oxidation Sequence

Paulus A. van Elburg and David N. Reinhoudt

*Laboratory of Organic Chemistry, Twente University of Technology, Enschede, The Netherlands

Abstract

Selective dihydroalane reduction of 1-benzyloxy β-lactams 4 affords 1-(benzy1oxy)azetidines 6 which can be debenzylated to give the 1-hydroxy azetidines 7. Oxidation of the compounds 7 either gives a mixture of β-lactams 10 and 11 or selectively β-lactams 10.