Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Acyclic α-N-Pyrrolyl/Indolyl Ketones

被引:14
作者
Lavernhe, Remi [1 ]
Alexy, Eric J. [1 ]
Zhang, Haiming [2 ]
Stoltz, Brian M. [1 ]
机构
[1] CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Div Chem & Chem Engn, Pasadena, CA 91125 USA
[2] Genentech Inc, Small Mol Proc Chem, San Francisco, CA 94080 USA
基金
美国国家科学基金会;
关键词
INDOLES; CONSTRUCTION; PYRROLE;
D O I
10.1021/acs.orglett.0c01303
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of fully substituted alpha-N-pyrrolyl and indolyl ketones via enantioselective palladium-catalyzed allylic alkylation is described. The acyclic ketones are alkylated in high yields with high enantioselectivities through the use of an electron-deficient phosphinooxazoline ligand, furnishing a highly congested and synthetically challenging stereocenter. The obtained alkylation products contain multiple reactive sites poised for additional functionalizations and diversification.
引用
收藏
页码:4272 / 4275
页数:4
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