Enantioselective Total Synthesis of (+)-Tricycloclavulone
Journal of the American Chemical Society2004Vol. 126(14), pp. 4520–4521
Citations Over TimeTop 10% of 2004 papers
Abstract
The first total synthesis of (+)-tricycloclavulone having a unique tricyclo[5,3,0,01,4]decane skeleton and six chiral centers was achieved in a highly stereoselective manner. It includes a catalytic enantioselective [2+2]-cycloaddition reaction using novel chiral copper catalyst, extremely effecting an intramolecular ester transfer reaction, and asymmetric reduction of the carbonyl group on the alpha-chain using Noyori's chiral ruthenium catalyst.
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