Multicatalytic Synthesis of Complex Tetrahydrofurans Involving Bismuth(III) Triflate Catalyzed Intramolecular Hydroalkoxylation of Unactivated Olefins

被引：60

作者：

Kelly, Brendan D. ^{[1
]}

Allen, Julia M. ^{[1
]}

Tundel, Rachel E. ^{[1
]}

Lambert, Tristan H. ^{[1
]}

机构：

[1] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 06期

关键词：

ORGANIC-SYNTHESIS; CARBOXYLIC-ACIDS; TANDEM; METAL; TRANSFORMATIONS; HYDROAMINATION; STRATEGIES; ALCOHOLS; ETHERS;

D O I：

10.1021/ol900198r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A multicatalytic synthesis of complex tetrahydrofurans has been developed involving a Bi(OTf)(3)-Catalyzed nucleophilic addition/hydroalkoxylation sequence. Complex tetrahydrofuranyl products may be formed rapidly in high yield and with good diastereoselectivity. The demonstrated scope of hydroalkoxylation has also been expanded to include substrates bearing useful functional handles including carboxylate ester, olefin, nitrile, and nitro groups.

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收藏

页码：1381 / 1383

页数：3

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