Enantioselective Iridium-Catalyzed Allylic Cyclizations

被引：50
|
作者：
Schafroth, Michael A. [1 ]
Rummelt, Stephan M. [1 ]
Sarlah, David [1 ,2 ]
Carreira, Erick M. [1 ]
机构：
[1] Swiss Fed Inst Technol, Vladimir Prelog Weg 3, CH-8093 Zurich, Switzerland
[2] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 12期
基金：
瑞士国家科学基金会;
关键词：
REISSERT-TYPE REACTION; ALPHA-ALLYLATION; BIFUNCTIONAL CATALYST; ALCOHOLS; HETEROCYCLES; ALKYLATION; AMINATION; ACID; TETRAHYDROISOQUINOLINES; DEAROMATIZATION;
D O I：
10.1021/acs.orglett.7b01346
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A method for the enantioselective synthesis of carbo- and heterocyclic ring systems enabled through the combination of Lewis acid activation and iridium-catalyzed allylic substitution is described. The reaction proceeds with branched, allylic alcohols and carbon nucleophiles as well as heteronucleophiles to give a diverse set of ring systems in good yields and with high enantioselectivities. The utility of the method is highlighted by the asymmetric syntheses of erythrococcamides A and B.
引用
收藏
页码：3235 / 3238
页数：4
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