One-Step Catalytic Asymmetric Synthesis of Configurationally Stable Troger Bases

被引：56
|
作者：
Sharma, Ankit [1 ]
Guenee, Laure [2 ]
Naubron, Jean-Valere [3 ]
Lacour, Jerome [1 ]
机构：
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
[2] Univ Geneva, Crystallog Lab, CH-1211 Geneva 4, Switzerland
[3] Spectropole, F-13397 Marseille 20, France
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 16期
基金：
瑞士国家科学基金会;
关键词：
carbenoids; diazo compounds; rearrangement; rhodium; Troger bases; ABSOLUTE-CONFIGURATION; CIRCULAR-DICHROISM; STEVENS REARRANGEMENT; CHIRAL MOLECULES; DIAZO-COMPOUNDS; AMMONIUM-SALTS; NITROGEN; DERIVATIVES; CARBON;
D O I：
10.1002/anie.201100134
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Bridging the gap: Configurationally stable ethano-bridged Tröger bases have been prepared in a single step by the direct rhodium(II)-catalyzed reaction of methano-bridged Tröger bases and diazo esters (see scheme). The process is general, enantiospecific, diastereoselective (with introduction of a new quaternary carbon center), and regioselective. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：3677 / 3680
页数：4
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