Palladium II promoted rearrangement of germacranolides. Synthesis of (+)-stoebenolide and (+)-dehydromelitensin.

被引:28
作者
Barrero, AF [1 ]
Oltra, JE [1 ]
Alvarez, M [1 ]
机构
[1] Fac Ciencias, Inst Biotecnol, Dept Quim Organ, Granada 18071, Spain
关键词
D O I
10.1016/S0040-4039(97)10775-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic amounts of bis(benzonitrile)palladium (II) chloride enhanced reaction rates of germacranolides Cope rearrangement to elemanolides. On the other hand, equimolecular amounts of the palladium complex transformed germacranolides into eudesmanolides. These phenomena provide a versatile procedure for the synthesis of eudesmanolides and elemanolides under relatively mild experimental conditions. Thus, (+)-stoebenolide and (+)-dehydromelitensin were alternatively synthesized starting out from (+)-salonitenolide. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1401 / 1404
页数:4
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