Rhenium-catalyzed aromatic propargylation

被引：143

作者：

Kennedy-Smith, JJ ^{[1
]}

Young, LA ^{[1
]}

Toste, FD ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 08期

关键词：

D O I：

10.1021/ol049649p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild aromatic propargylation reaction, employing an air- and moisture-tolerant rhenium-oxo complex ((dppm)ReOCl3) as a catalyst and a propargyl alcohol as the electrophile, is described. The reaction tolerates a broad range of functional groups and regioselectively affords propargylic arenas without formation of the isomeric allenyl adducts. The potential of this rhenium(V)-catalyzed reaction is exemplified by application of the propargylation to the synthesis of O-methyldetrol, mimosifoliol, and beta-apopicropodophyllin.

引用

页码：1325 / 1327

页数：3

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