Asymmetric Autocatalysis Enables an Improved Synthesis of Efavirenz

被引：78

作者：

Chinkov, Nicka ^{[1
]}

Warm, Aleksander ^{[1
,2
]}

Carreira, Erick M. ^{[1
]}

机构：

[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland

[2] Lonza AG, CH-3930 Visp, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 13期

关键词：

asymmetric catalysis; autocatalysis; efavirenz; tertiary alkynols; zinc acetylides; HIGHLY ENANTIOSELECTIVE ADDITION; PHENYLACETYLENE ADDITION; CARBONYL-COMPOUNDS; TERMINAL ALKYNES; ALKYNYLATION; ALDEHYDES; KETONES; AUTOINDUCTION; AMPLIFICATION; ALCOHOLS;

D O I：

10.1002/anie.201006689

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Priming the pump: An asymmetric autocatalytic zinc acetylide addition employs catalytic amounts of the enantiomerically pure product as part of a chiral cocktail. This new strategy enables an improved synthesis of a key precursor to efavirenz (see scheme). © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2957 / 2961

页数：5

共 68 条

[1] THE ROLE OF THE PRODUCT IN ASYMMETRIC C-C BOND FORMATION - STOICHIOMETRIC AND CATALYTIC ENANTIOSELECTIVE AUTOINDUCTION [J].