Enantioselective dearomatization of isoquinolines by anion-binding catalysis en route to cyclic α-aminophosphonates

被引:74
作者
Choudhury, Abhijnan Ray [1 ]
Mukherjee, Santanu [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
PHOSPHONIC ACID-DERIVATIVES; HETEROBIMETALLIC LANTHANOID COMPLEXES; BOND-FORMING REACTIONS; C-H FUNCTIONALIZATION; ASYMMETRIC-SYNTHESIS; AMINO PHOSPHONATES; STEREOSELECTIVE-SYNTHESIS; ISOTHIOCYANATO PHOSPHONATES; ANTIBACTERIAL AGENTS; ABRAMOV REACTION;
D O I
10.1039/c6sc02466a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An enantioselective dearomatization of isoquinolines has been developed using chiral anion-binding catalysis. This transformation, catalyzed by a simple and easy to prepare tert-leucine-based thiourea derivative, makes use of silyl phosphite as a nucleophile and generates cyclic alpha-aminophosphonates. This is the first time asymmetric anion-binding catalysis has been applied to the synthesis of alpha-aminophosphonates.
引用
收藏
页码:6940 / 6945
页数:6
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