TOTAL SYNTHESIS OF SOLAMIN AND RETICULATACIN

被引：63

作者：

MAKABE, H

TANAKA, A

ORITANI, T

机构：

[1] Department of Applied Biological Chemistry, Faculty of Agriculture, Tohoku University, Aoba-ku

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 14期

关键词：

D O I：

10.1039/p19940001975

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A total synthesis of the natural products, solamin 1 and reticulatacin 2 is described. The monotetrahydrofuran moiety 12a of compounds 1 and 2 was constructed by an eight-step reaction sequence, starting from (-)-muricatacin 5, an acetogenin derivative. The gamma-lactone moieties 26 and 27 of compounds 1 and 2 were prepared by a multi-stage procedure, starting from (S)-(-)-ethyl lactate. A palladium-catalysed cross coupling reaction of compound 12a with either compound 26 or compound 27 gave the products 28 and 29 which by a three-step sequence were converted into compounds 1 and 2 respectively. Similarly, 15,16-di-epi-solamin 3 and 17,18-di-epi-reticulatacin 4 were synthesized.

引用

页码：1975 / 1981

页数：7

共 21 条

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