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Copper Hydride-catalyzed Asymmetric1,6-conjugate Reduction Of P-ethylenebenzoquinone For Enantioselective Synthesis Of 1,1,2-triarylethane

Posted on:2021-04-04Degree:MasterType:Thesis
Country:ChinaCandidate:P ShiFull Text:PDF
GTID:2381330611987161Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Reduction of functional group functions represents an essential protocol in organic synthesis.Main group metal hydrides,especially those of boron and aluminum,can accomplish this transformation,but they are required in stoichiometric amounts,which renders them unattractive for practical,environmental,and economical reasons.Copper hydrides has been successfully applied to the reduction of asymmetric hydrosilylation.This type of reaction has been widely reported.However,there has not been a report of the asymmetric hydrosilation 1,6-conjugated reduction catalyzed by copper hydrides.Therefore,it is of great significance to study the 1,6-conjugated reduction reaction catalyzed by copper hydrogen.Studied in this paper are domino reactions initialized by copper hydrides-catalyzed asymmetric hydrosilylation 1,6-Conjugate reduction.1,6-Conjugate reduction of p-ethylenebenzoquinone can be accomplished in the presence of copper hydrides generated from a copper complex and a silane for enantioselective synthesis of1,1,2-triarylethane.Under the optimal conditions for the reaction,in the presence of CuH-SEGPHOS as the catalyst,up to 98% yield 96% ee were observed in the reduction.The reaction are general and 23 substrates were reduced in high yields and selectivities..
Keywords/Search Tags:Copper hydrides, 1,1,2-triarylethane, 1,6-conjugate reduction reaction, p-ethylenebenzoquinone
PDF Full Text Request
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