Copper-Catalyzed Asymmetric Reductive Allylation of Ketones with 1,3-Dienes

被引：56

作者：

Fu, Bin ^{[1
]}

Yuan, Xiuping ^{[1
]}

Li, Yanfei ^{[1
]}

Wang, Ying ^{[1
]}

Zhang, Qian ^{[1
,2
]}

Xiong, Tao ^{[1
]}

Zhang, Qian ^{[1
,2
]}

机构：

[1] Northeast Normal Univ, Dept Chem, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Changchun 130024, Jilin, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 10期

关键词：

C BOND FORMATION; CARBONYL-COMPOUNDS; TRANSFER HYDROGENATION; ENANTIOSELECTIVE ADDITION; ALDEHYDE; DIENES; HYDROHYDROXYALKYLATION; RUTHENIUM; ALCOHOLS; IMINES;

D O I：

10.1021/acs.orglett.9b00979

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic chemo-, regio-, and enantioselective allylation of ketones with 1,3 dienes in the presence of (R,R)-Ph-BPE ligated Cu catalyst and hydrosilane is presented. This method provides a straightforward and alternative avenue to synthesize chiral homoallylic tertiary alcohols with 1,3-dienes as the latent allylic nucleophiles and avoids the traditional reliance on stoichiometric quantities of allylmetal reagents. This transformation proceeds under very mild conditions and displays good functional group tolerance and could be performed on a gram-scale.

引用

页码：3576 / 3580

页数：5

共 64 条

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