Strategies for the synthesis of fusicoccanes by Nazarov reactions of dolabelladienones: Total synthesis of (+)-fusicoauritone

被引:69
作者
Williams, David R. [1 ]
Robinson, Leslie A. [1 ]
Nevill, C. Richard [1 ]
Reddy, Jayachandra P. [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
关键词
fusicoccanes; Julia condensation; medium-ring compounds; Nazarov cyclization; total synthesis;
D O I
10.1002/anie.200603853
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Attaining closure: A synthetic pathway leading to (+)-fusicoauritone (1) is highlighted by the use of a Julia condensation for preparation of an eleven-membered-dolabelladienone precursor for subsequent Nazarov cyclization to yield the 5-8-5 tricyclic diterpene skeleton. (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:915 / 918
页数:4
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