Synthesis of eupomatenoids by three consecutive transition metal-catalyzed cross-coupling reactions

被引:22
作者
Bach, T [1 ]
Bartels, M [1 ]
机构
[1] Tech Univ Munich, Lehrstuhl Organ Chem 1, D-85747 Garching, Germany
关键词
D O I
10.1016/S0040-4039(02)02287-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Six different eupomatenoids (1a-c, 1f-h) were prepared from 2,3,5-tribroinobenzofuran (2) in a concise and high-yielding synthetic sequence. The overall yields vary between 29 and 60% over four to six steps. Key to the success of the syntheses is the high regioselectivity achieved in three Pd(0)- and Ni(0)-catalyzed cross-coupling reactions which were conducted consecutively. The order of substitution at the benzofuran nucleus is C-2, C-5 and C-3. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9125 / 9127
页数:3
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