A COBALOXIME-MEDIATED SYNTHESIS OF THE RAS FARNESYL-PROTEIN TRANSFERASE INHIBITOR CHAETOMELLIC ACID-A

被引：37

作者：

BRANCHAUD, BP

SLADE, RM

机构：

[1] Department of Chemistry, University of Oregon, Eugene

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 24期

关键词：

D O I：

10.1016/S0040-4039(00)73114-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and efficient synthesis of chaetometlic acid A anhydride (2) is reported utilizing a doubly chemoselective cross coupling of myristyl cobaloxime with citraconic anhydride and diphenyl disulfide as the key step. Sulfide oxidation followed by syn elimination provides 2 in 64% overall yield starting from myristyl bromide. Basic hydrolysis of 2 is known to provide chaetomellic acid A dianion (3), the biologically active form.

引用

页码：4071 / 4072

页数：2

共 6 条

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[6] ISOLATION AND STRUCTURE OF CHAETOMELLIC ACIDS A AND B FROM CHAETOMELLA-ACUTISETA - FARNESYL PYROPHOSPHATE MIMIC INHIBITORS OF RAS FARNESYL-PROTEIN TRANSFERASE
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