Gold-catalyzed cycloisomerizations of ene-ynamides

被引：70

作者：

Couty, Sylvain ^{[1
]}

Meyer, Christophe ^{[1
]}

Cossy, Janine ^{[1
]}

机构：

[1] ESPCI, CNRS, Chim Organ Lab, UMR 7084, F-75231 Paris 05, France

来源：

TETRAHEDRON | 2009年 / 65卷 / 09期

关键词：

RING-CLOSING METATHESIS; INTRAMOLECULAR CYCLOPROPANATION; C-C; STEREOSELECTIVE SYNTHESES; DIPHENYL PHOSPHORAZIDATE; CONVENIENT REAGENT; PLATINUM; ENYNES; CYCLIZATIONS; ALKYNES;

D O I：

10.1016/j.tet.2008.10.108

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The gold-catalyzed cycloisomerizations of 1,6-ene-ynamides proceed under mild conditions and lead to cyclobutanones from terminal or trimethylsilyl Substituted ynamides, or to carbonyl compounds bearing a 2,3-methanopyrrolidine Subunit from Substrates possessing a propargylic alcohol moiety. High diastereoselectivities are observed with 1,6-ene-ynamides having a stereocenter at the or alpha or beta position of the nitrogen atom. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：1809 / 1832

页数：24

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