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

Authors :
Bin Fu
Xiuping Yuan
Yanfei Li
Ying Wang
Qian Zhang
Tao Xiong
Source :
Organic letters. 21(10)
Publication Year :
2019

Abstract

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.

Details

ISSN :
15237052
Volume :
21
Issue :
10
Database :
OpenAIRE
Journal :
Organic letters
Accession number :
edsair.doi.dedup.....bea826a3c179206be611424c514c4451