Asymmetric Allylic Alkylation of -Ketoesters with Allylic Alcohols by a Nickel/Diphosphine Catalyst

被引:113
作者
Kita, Yusuke [1 ]
Kavthe, Rahul D. [1 ]
Oda, Hiroaki [1 ]
Mashima, Kazushi [1 ]
机构
[1] Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan
关键词
alkylation; allylic compounds; asymmetric catalysis; enantioselectivity; nickel; ALPHA-ALLYLATION; COUPLING REACTIONS; NICKEL-COMPLEXES; DUAL CATALYSIS; PALLADIUM; SUBSTITUTION; ACTIVATION; LIGANDS; KETONES; ALDEHYDES;
D O I
10.1002/anie.201508757
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Asymmetric allylic alkylation of -ketoesters with allylic alcohols catalyzed by [Ni(cod)(2)]/(S)-H-8-BINAP was found to be a superior synthetic protocol for constructing quaternary chiral centers at the -position of -ketoesters. The reaction proceeded in high yield and with high enantioselectivity using various -ketoesters and allylic alcohols, without any additional activators. The versatility of this methodology for accessing useful and enantioenriched products was demonstrated.
引用
收藏
页码:1098 / 1101
页数:4
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