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An enantioselective synthesis of the bicyclic core of the marine natural product awajanomycin
Authors:Deiniol R Pritchard
Institution:Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK
Abstract:A concise stereoselective synthesis of the N-benzylated bicyclic core of the marine natural product awajanomycin is described starting with naturally occurring l-alanine. Key steps in the synthesis include a ring-closing metathesis to establish a δ-lactam ring followed by a stereoselective hydroxylation to instal the quaternary centre.
Keywords:Ring-closing metathesis  δ-Lactam  Acremonium sp    Diastereoselective hydroxylation
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