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
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 20期
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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