Gold-Catalyzed Direct Activation of Allylic Alcohols in the Stereoselective Synthesis of Functionalized 2-Vinyl-Morpholines

被引：88
作者：
Bandini, Marco [1 ]
Monari, Magda [1 ]
Romaniello, Alessandro [1 ]
Tragni, Michele [1 ]
机构：
[1] Alma Mater Studiorum Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 48期
关键词：
alcohols; asymmetric synthesis; gold catalysis; heterocycles; stereoselectivity; ENANTIOSELECTIVE INTRAMOLECULAR HYDROAMINATION; ASYMMETRIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; DEHYDRATIVE CYCLIZATION; REACTION-MECHANISM; COMPLEXES; SUBSTITUTION; INDOLES; AU; HYDROARYLATION;
D O I：
10.1002/chem.201002606
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alcohol versus alcohol: A highly stereocontrolled synthesis of substituted morpholines is realized by means of gold-catalyzed dehydrative allylic cyclization of diols (see scheme for one example; segphos = 5,5′-bis[di(3, 5-di-tert-butyl-4-methyoxyphenyl)phosphine]-4,4′-bi-1,3-benzodioxole). The present methodology represents one of the few examples of enantioselective gold-catalyzed transformations involving unactivated alkenes. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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收藏
页码：14272 / 14277
页数：6
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