A Concise Synthesis of (E)??and (Z)??Neomanoalides

…, JC Rossier, J Boukouvalas, P Huang

文献索引：Jefford; Rossier; Boukouvalas; Huang Helvetica Chimica Acta, 1994 , vol. 77, # 3 p. 661 - 667

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被引用次数: 8

摘要

Abstract The first synthesis of (Z)-neomanoalide (4) and an improved synthesis of its (E)- isomer 3 was accomplished in a concise, regiocontrolled manner by exploiting 2-[(tert-butyl) dimethylsiloxy]-4 {[(tert-butyl) dimethylsiloxy]-methyl} furan (6) as the key reagent. Lithiation of 6 and subsequent reaction with the (2Z)-or (2E)-isomer of (6E)-3-{[(tert-butyl) dimethylsiloxy] methyl}-7-methyl-9-(2′, 6′, 6′-trimethylcyclohex-1′-enyl) nona-2, 6- ...