Preparative Organic Chemistry
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ChemInform Abstract: Stereoconvergent Synthesis of C-9 to C-16 Fragment of Trienomycin Based on the Regioselective Opening of γ,δ-Epoxy Acrylates with Trimethylaluminum.
First published: August 10, 1993
Abstract
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ChemInform Abstract
The chiral epoxide (III), obtained by Sharpless epoxidation of the hydroxyalkenyl benzyl ether (II) is converted to the unsaturated epoxy ester (IV). Its stereoselective cleavage with trimethylaluminum (V), yielding the alcohol (VI), is the key step in the synthesis of the trienomycin precursor (VII).
