Total synthesis and structural confirmation of ent-galbanic acid and marneral

被引:12
作者
Corbu, Andrei [1 ]
Perez, Manuel [1 ]
Aquino, Maurizio [1 ]
Retailleau, Pascal [1 ]
Arsenlyadis, Simeon [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
D O I
10.1021/ol8010216
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
By capitalizing on a highly selective Claisen rearrangement, ent-galbanic acid 1 and (+)-marneral 2 have been synthesized. The relative configurations of (+)-1 and (+)-2 were unambiguously established by X-ray crystallographic analysis of the precursors 11a and 20, with the absolute configuration ensuing from their derivation from R-pulegone. In this way, the controversial issue of the configuration of galbanic acid was unequivocally settled.
引用
收藏
页码:2853 / 2856
页数:4
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