Enantioselective Synthesis of (−)-5-Deoxyjuglomycin A⁺

Abstract

Starting from methyl 1, 4-dimethoxynaphthalene-2- acetate (4), (−)-5-deoxy juglomycin A (3) has been prepared in 6 steps; the overall yield is 79%. The key step in the synthesis is the asymmetric hydroxylation of the β, γ-unsaturated ester (8), leading to the hydroxylactone (9) having 96% ee.