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以水为氢源的杂双环烯烃的不对称转移氢化反应。

Asymmetric Transfer Hydrogenation of Heterobicyclic Alkenes with Water as Hydrogen Source.

作者信息

Shen Guoli, Chen Jingchao, Xu Dandan, Zhang Xia, Zhou Yongyun, Fan Baomin

机构信息

YMU-HKBU Joint Laboratory of Traditional Natural Medicine , Yunnan Minzu University , Kunming 650500 , China.

Key Laboratory of Chemistry in Ethnic Medicinal Resources , Yunnan Minzu University , Kunming 650500 , China.

出版信息

Org Lett. 2019 Mar 1;21(5):1364-1367. doi: 10.1021/acs.orglett.9b00059. Epub 2019 Feb 12.

Abstract

The asymmetric transfer hydrogenation of heterobicyclic alkenes was accomplished by using water as the sole hydrogen source. The transformation was co-catalyzed by Pd(OAc)/Zn(OTf) dual catalyst with metallic zinc as reducing agent. Various azabenzonorbornadienes and oxabenzonorbornadienes were transformed to the corresponding chiral 1,2-dihydronaphthalenes by the asymmetric reductive ring-opening reactions with good to excellent enantioselectivities.

摘要

通过使用水作为唯一氢源实现了杂双环烯烃的不对称转移氢化反应。该转化反应由Pd(OAc)/Zn(OTf)双催化剂共同催化,金属锌作为还原剂。各种氮杂苯并降冰片二烯和氧杂苯并降冰片二烯通过不对称还原开环反应转化为相应的手性1,2-二氢萘,对映选择性良好至优异。

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