Synthesis of Chiral Fluorinated Hydrazines via Pd-Catalyzed Asymmetric Hydrogenation

被引：36

作者：

Chen, Zhang-Pei ^{[1
]}

Hu, Shu-Bo ^{[1
]}

Chen, Mu-Wang ^{[1
]}

Zhou, Yong-Gui ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 11期

基金：

中国国家自然科学基金;

关键词：

REDUCTIVE AMINATION; ENANTIOSELECTIVE HYDROGENATION; TRIFLUOROMETHYLATION; PERFLUOROALKYLATION; HYDRAZONES; PYRAZOLIDINE; LIGANDS; INHIBITORS; CAPTURE; SCOPE;

D O I：

10.1021/acs.orglett.6b01118

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective hydrogenation of fluorinated hydrazones has been achieved by employing [Pd(R)-DTBM-SegPhos(OCOCF3)(2)] as the catalyst, providing a general and convenient method toward chiral fluorinated hydrazines. A broad substrate scope including beta-aryl-, gamma-aryl-, and alkyl-chain-substituted hydrazones worked efficiently in high yields and up to 94% of enantioselectivity. The reductive amination between trifluoromethyl-substituted ketones and benzohydrazides could also proceed smoothly.

引用

收藏

页码：2676 / 2679

页数：4

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