Synthesis of Phthalans Via Copper-Catalyzed Enantioselective Cyclization/Carboetherification of 2-Vinylbenzyl Alcohols

被引:26
作者
Chen, Dake [1 ]
Chemler, Sherry R. [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
基金
美国国家卫生研究院;
关键词
CARBOXYLIC-ACIDS; ALKENES; CARBOHETEROFUNCTIONALIZATION; 1,3-DIHYDROISOBENZOFURANS; FUNCTIONALIZATION; HETEROCYCLES; DERIVATIVES; FLUSPIDINE;
D O I
10.1021/acs.orglett.8b02766
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiomerically enriched phthalans were synthesized efficiently via an enantioselective copper-catalyzed alkene carboetherification reaction. In this reaction, 2-vinyl-benzyl alcohols enantioselectively cyclize then couple with vinylarenes. The utility of the method was demonstrated by the enantioselective synthesis of (R)-fluspidine, a sigma(1) receptor ligand.
引用
收藏
页码:6453 / 6456
页数:4
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