Chiral N-Heterocyclic Carbene Ligand Enabled Nickel(0)-Catalyzed Enantioselective Three-Component Couplings as Direct Access to Silylated Indanols

被引:44
作者
Ahlin, Joachim S. E. [1 ]
Cramer, Nicolai [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Lab Asymmetr Catalysis & Synth, Inst Chem Sci & Engn, EPFL SB ISIC LCSA,BCH 4305, CH-1015 Lausanne, Switzerland
基金
瑞士国家科学基金会;
关键词
CATALYZED REDUCTIVE COUPLINGS; H BOND ACTIVATION; OLEFIN METATHESIS; RUTHENIUM CATALYSTS; ALLYLIC ALCOHOLS; COLEOPHOMONE-B; ALPHA-OLEFINS; NHC LIGAND; ALDEHYDES; SILANES;
D O I
10.1021/acs.orglett.6b01492
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective nickel(0)-catalyzed reductive three-component coupling between aromatic aldehydes, norbornenes, and silanes affords directly silyl-protected indanol derivatives. A new bulky chiral C-2-symmetric NHC (NHC = N-heterocyclic carbene) ligand basing on the 1,2-di(napthalen-1-yl)ethylene diamine backbone allows accessing the annulated products as single diastereoisomers in high enantioselectivity.
引用
收藏
页码:3242 / 3245
页数:4
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