A Catalytic Asymmetric Synthesis of Polysubstituted Piperidines Using a Rhodium(I)-Catalyzed [2+2+2] Cycloaddition Employing a Cleavable Tether

被引：25

作者：

Martin, Timothy J. ^{[1
]}

Rovis, Tomislav ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 20期

关键词：

asymmetric synthesis; cycloaddition; heterocycles; ALKENYL ISOCYANATES; 2,6-DISUBSTITUTED PIPERIDINES; STEREOSELECTIVE-SYNTHESIS; ALKYNES; INDOLIZIDINES; CYCLIZATION; ALKALOIDS; FROG;

D O I：

10.1002/anie.201301741

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Break the cycle: The title reaction proceeds with a variety of alkyne substrates in good yield and high enantioselectivity. Upon reduction of the vinylogous amide in high diastereoselectivity (>19:1) and cleavage of the tether, N-methylpiperidine products with functional group handles can be accessed (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5368 / 5371

页数：4

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