Enantioselective total synthesis of the potent antitumor agent (-)-mucocin using a temporary silicon-tethered ring-closing metathesis cross-coupling reaction

…, SJ Gharpure, A Polosukhin, HR Zhang

Index: Evans, P. Andrew; Cui, Jian; Gharpure, Santosh J.; Polosukhin, Alexei; Zhang, Hai-Ren Journal of the American Chemical Society, 2003 , vol. 125, # 48 p. 14702 - 14703

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Citation Number: 121

Abstract

The enantioselective total synthesis of the annonaceous acetogenin (-)-mucocin (1) was accomplished using a triply convergent 12-step sequence (longest linear sequence) in 13.6% overall yield. This represents the first application of the temporary silicon-tethered (TST) ring-closing metathesis (RCM) cross-coupling reaction and the enantioselective alkyne/aldehyde addition to the synthesis of a complex annonaceous acetogenin. ...