Construction of tetrahydrofurans by PdII/PdIV-catalyzed aminooxygenation of alkenes

被引：256

作者：

Desai, Lopa V. ^{[1
]}

Sanford, Melanie S. ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 30期

关键词：

allylic compounds; aminopalladation; oxidation; palladium; tetrahydrofurans;

D O I：

10.1002/anie.200701454

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Resolute in the face of elimination: Substituted 3-aminotetrahydrofurans were prepared in good yield and with modest to high diastereoselectivity by the Pd-catalyzed reaction shown in the scheme (Phth = phthaloyl). Mechanistic studies indicate a PdII/Pd IV catalytic cycle involving cis aminopalladation and intramolecular C-O bond-forming reductive elimination with retention of configuration at the carbon atom. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：5737 / 5740

页数：4

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