钯催化碳酸炔丙酯与（R）-或（S）-3,4,5-（甲氧基）-甲氧基联苯双膦的对映选择性烷氧羰基化反应

Palladium-Catalyzed Enantioselective Alkoxycarbonylation of Propargylic Carbonates with (R)- or (S)-3,4,5-(MeO) -MeOBIPHEP.

作者信息

Zhang Wanli, Ma Shengming

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Process, College of Chemistry and Molecular Engineering, East China Normal University, 3663 North Zhongshan Lu, Shanghai, 200062, P. R. China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, P. R. China.

出版信息

Chemistry. 2017 Jun 27;23(36):8590-8595. doi: 10.1002/chem.201701194. Epub 2017 Jun 8.

DOI:10.1002/chem.201701194

PMID:28419619

Abstract

(R)- and (S)-3,4,5-(MeO) -MeOBIPHEP have been identified as the efficient chiral ligands for the palladium-catalyzed highly enantioselective synthesis of 2,3-allenoates from different types of easily available racemic propargylic carbonates with 90-98 % ee and decent yields. The potential of the products was demonstrated with high chirality transfer efficiency.

摘要

（R）-和（S）-3,4,5-（甲氧基）-甲氧基联苯双膦已被确定为有效的手性配体，用于钯催化从不同类型易于获得的外消旋炔丙基碳酸酯高对映选择性合成2,3-联烯酸酯，对映体过量率为90-98%，产率良好。产物的潜力通过高的手性转移效率得到了证明。