Ligand-Controlled Access to [4+2] and [4+3] Cycloadditions in Gold-Catalyzed Reactions of Allene-Dienes

被引：198

作者：

Mauleon, Pablo ^{[1
]}

Zeldin, Rachel M. ^{[1
]}

Gonzalez, Ana Z. ^{[1
]}

Toste, F. Dean ^{[1
]}

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 18期

关键词：

DIELS-ALDER REACTIONS; INTRAMOLECULAR CYCLOADDITION; ALLYL CATIONS; CYCLOISOMERIZATION; ENYNES; CYCLIZATION; ALCOHOLS; ALKENES;

D O I：

10.1021/ja901649s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

By adjustment of the electronic properties of the ancilliary ligands, high selectivity can be achieved for either [4 + 2] or [4 + 3] cycloaddition reactions of allene-dienes catalyzed by gold(I). Triarylphosphitegold(I) complexes are employed as catalysts for a [4 + 2] cycloaddition reaction leading to alkylidenecyclohexenes. Conversely, di-tert-butylbiphenylphosphinegold (I)-catalyzed reactions afford cycloheptadienes via [4 + 3] cycloaddition reactions.

引用

页码：6348 / +

页数：3

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