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涉及三氟甲磺酸铋(III)催化的未活化烯烃分子内氢烷氧基化反应的复杂四氢呋喃的多催化合成。

Multicatalytic synthesis of complex tetrahydrofurans involving bismuth(III) triflate catalyzed intramolecular hydroalkoxylation of unactivated olefins.

作者信息

Kelly Brendan D, Allen Julia M, Tundel Rachel E, Lambert Tristan H

机构信息

Department of Chemistry, Columbia University, New York, New York 10027, USA.

出版信息

Org Lett. 2009 Mar 19;11(6):1381-3. doi: 10.1021/ol900198r.

Abstract

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.

摘要

已开发出一种多催化合成复杂四氢呋喃的方法,该方法涉及Bi(OTf)₃催化的亲核加成/氢烷氧基化序列。复杂的四氢呋喃基产物可以快速高产率地形成,并且具有良好的非对映选择性。所展示的氢烷氧基化范围也已扩大到包括带有有用官能团的底物,如羧酸酯、烯烃、腈和硝基。

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