Heck reaction is one of the most important carbon-carbon bond forming reactions with wide applications in organic synthesis.Considerable advances of enantioselective Heck reaction have been achieved in the past decade...Heck reaction is one of the most important carbon-carbon bond forming reactions with wide applications in organic synthesis.Considerable advances of enantioselective Heck reaction have been achieved in the past decades.This review focuses on recent development of catalytic asymmetric Heck reaction and reductive Heck reaction,which covers intermolecular and intramolecular versions since 2011.The article is organized in terms of the cat-alysts and olefin substrates.展开更多
Summary of main observation and conclusion An enantioselective desymmetric nucleophilic α-addition of cyclohexanone to propiolamide has been developed through a 6-exo-dig cyclization reaction.By employing simple and ...Summary of main observation and conclusion An enantioselective desymmetric nucleophilic α-addition of cyclohexanone to propiolamide has been developed through a 6-exo-dig cyclization reaction.By employing simple and readily available L-proline sodium salt as a bifunctional catalyst,a series of chiral 6,6-bicyclic bridged products bearing morphan scaffold have been isolated in good yields and excellent enantioselectivities.Density functional theory (DFT)calculations elucidated the origins of the enantioselectivity and regioselectivity of this transformation.A salt bridge that links the amide carbonyl group with proline carboxylate in the transition state was proven to be the driving force for the induction of excellent enantioselectivity.展开更多
Highly enantioselective and diastereoselective 1,2-diarylation and 1,2-arylalkynylation of trisubstituted alkenes are reported via the palladium-catalyzed Heck/Suzuki or Heck/Sonogashira domino sequence.These alkenes ...Highly enantioselective and diastereoselective 1,2-diarylation and 1,2-arylalkynylation of trisubstituted alkenes are reported via the palladium-catalyzed Heck/Suzuki or Heck/Sonogashira domino sequence.These alkenes represent an extension of enantioselective dicarbofunctionalization from terminal alkenes to trisubstituted ones based on anionic capture of the secondary alkyl-Pd intermediate.展开更多
基金the National Natural Science Foundation of China(Nos.21702184,21772175,and 91956117)is gratefully acknowledged.
文摘Heck reaction is one of the most important carbon-carbon bond forming reactions with wide applications in organic synthesis.Considerable advances of enantioselective Heck reaction have been achieved in the past decades.This review focuses on recent development of catalytic asymmetric Heck reaction and reductive Heck reaction,which covers intermolecular and intramolecular versions since 2011.The article is organized in terms of the cat-alysts and olefin substrates.
基金the National Natural Science Foundation of China (Nos.21522207,21702184,and 21772175,YXJ and RXL)the Chinese "Thousand Youth Talents Plan"(XH),and the Chinese "Fundamental Research Funds for the Central Universities" (XH).
文摘Summary of main observation and conclusion An enantioselective desymmetric nucleophilic α-addition of cyclohexanone to propiolamide has been developed through a 6-exo-dig cyclization reaction.By employing simple and readily available L-proline sodium salt as a bifunctional catalyst,a series of chiral 6,6-bicyclic bridged products bearing morphan scaffold have been isolated in good yields and excellent enantioselectivities.Density functional theory (DFT)calculations elucidated the origins of the enantioselectivity and regioselectivity of this transformation.A salt bridge that links the amide carbonyl group with proline carboxylate in the transition state was proven to be the driving force for the induction of excellent enantioselectivity.
基金support from the National Natural Science Foundation of China(nos.21702184,21772175,and 91956117).
文摘Highly enantioselective and diastereoselective 1,2-diarylation and 1,2-arylalkynylation of trisubstituted alkenes are reported via the palladium-catalyzed Heck/Suzuki or Heck/Sonogashira domino sequence.These alkenes represent an extension of enantioselective dicarbofunctionalization from terminal alkenes to trisubstituted ones based on anionic capture of the secondary alkyl-Pd intermediate.
