Synlett

Construction of the Zaragozic Acids Core Bicycle

M Tsubuki, H Okita, T Honda

Index: Tsubuki, Masayoshi; Okita, Hiroyuki; Honda, Toshio Synlett, 1998 , # 12 p. 1417 - 1419

Full Text: HTML

Citation Number: 3

Abstract

Abstract: Concise synthesis of the bicyclic core of zaragozic acids has been accomplished by the utilization of (2S, 3S)-furylglycerol 7. The key features are based on the diastereoselective dihydroxylation of enone 8 followed by reduction of ketone 11 to control the stereochemistries at the C4-C6 positions of the target molecule. Addition of lithium trimethylsilylacetylide to aldehyde 20 provided propargyl alcohol 21, which was further ...