Abstract

A concise and stereoselective synthesis of vittarilide-A, an antioxidant isolated from Vittaria anguste-elongata Hayata, was accomplished in 4 linear synthetic steps with an overall yield of 17.0 % from naturally available D-glucono-1,5-lactone. The key reactions employed were tetra-O-(tert-butyldimethylsilyl)-D-glucono-1,4-lactone formed by silylation of D-glucono-1,5-lactone, selective TBDMS deprotection followed by Yamaguchi esterification.

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