A concise synthesis of (±)-t-butyl 8-Ot-butyldimethylsilylnonactate

AGM Barrett, HG Sheth

Index: Barrett, Anthony G. M.; Sheth, Hiten G. Journal of the Chemical Society, Chemical Communications, 1982 , # 3 p. 170 - 171

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Citation Number: 2

Abstract

The racemic title compound was prepared in seven steps from 2, 3, 4-tri-O-acetyl-D- ribonolactone (3) via the highly stereoselective hydrogenations of 3-acetoxy-5- methylenefuran-2 (5H)-one (4) and, subsequently, 2S (R)-[2S (R)-(t-butyldimethylsilyloxy) propyl]-5-[1-(t-butyloxycarbonyl) ethylidene] tetrahydrofuran (9).