Gold-Catalyzed Highly Diastereoselective Oxy-Propargylamination of Allenamides with C-Alkynyl N-Boc N,O-Acetals

被引:24
作者
Chen, Long [1 ]
Yu, Jianliang [1 ]
Tang, Shengbiao [1 ]
Shao, Ying [1 ]
Sun, Jiangtao [1 ]
机构
[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
基金
中国国家自然科学基金;
关键词
NUCLEOPHILIC-ADDITION; 2+2 CYCLOADDITION; ALLENYL AMIDES; ACCESS; ENAMIDES; INDOLES;
D O I
10.1021/acs.orglett.9b03449
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A gold-catalyzed oxy-propargylamination of N-allenamides has been developed by using C-alkynyl N-Bocacetals as the difunctionalization reagents. Typically, this process features the unique proximal addition rather than the common distal nucleophilic addition for gold(I)-activated allenamides. This reaction is atom-economic and provides highly functionalized 1,3-amino alcohol derivatives in good yields with good to excellent diastereoselectivities under mild reaction conditions.
引用
收藏
页码:9050 / 9054
页数:5
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