Palladium(II)-Catalyzed Asymmetric Tandem Cyclization of 2-Aminoaryl Alkynones: An Approach to Chiral 1,2,3,4-Tetrahydro-β-carbolines

被引:28
作者
Chen, Junjie [1 ]
Han, Xiuling [1 ]
Lu, Xiyan [1 ]
机构
[1] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
TETRAHYDRO-BETA-CARBOLINES; PICTET-SPENGLER REACTION; TRANSFER HYDROGENATION; CYCLIC IMINES; ACID; DERIVATIVES; STEREOSELECTIVITY; CONSTRUCTION; BENZOQUINONE; ELIMINATION;
D O I
10.1021/acs.orglett.8b03247
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Pd(OAc)(2)-catalyzed asymmetric cyclization of 2-aminoaryl alkynones involving an intramolecular trans-aminopalladation of alkyne and 1,2-addition to the carbonyl group tandem processes was developed. This strategy represents the first example using palladium as the catalyst and 2-alkynylaniline derivatives as the starting material to allow facile access to chiral 1,2,3,4-tetrahydro-beta-carbolines in high yields and excellent enantioselectivities.
引用
收藏
页码:7470 / 7473
页数:4
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