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

页码：3677 / 3680

页数：4

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