Transition-metal-catalyzed asymmetric alkylation of aldehydes represents a straightforward strategy for the synthesis of chiral secondary alcohols.However,efficient methods using organoborons as coupling reagents are ...Transition-metal-catalyzed asymmetric alkylation of aldehydes represents a straightforward strategy for the synthesis of chiral secondary alcohols.However,efficient methods using organoborons as coupling reagents are rare.Herein,we report a highly enantioselective nickel-catalyzed alkylation reaction of aldehydes,using readily available alkylborons as nucleophiles.A wide variety of chiral secondary alcohols were prepared from commercially available aldehydes with high yields.The key to the excellent enantioselectivity and chemoselectivity was the employment of a bulky C2-symmetric chiral NHC ligand.This protocol features excellent enantiocontrol,mild conditions,and good functional group compatibility.展开更多
Optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives have been prepared and used in the asymmetric addition of diethylzinc to aldehydes to give sec-alcohol in good yield with up to 9...Optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives have been prepared and used in the asymmetric addition of diethylzinc to aldehydes to give sec-alcohol in good yield with up to 93.1% enantiomeric excess.展开更多
基金supported by the National Key R&D Program of China(2022YFA1503702,2021YFF0701600)the National Natural Science Foundation of China(22325110,92256303,21821002,22171280)+2 种基金the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB0610000)the Program of Shanghai Academic Research Leader(22XD1424900)the CAS Youth Interdisciplinary Team(JCTD-2021-11)and the Ningbo Natural Science Foundation(2022J017).
文摘Transition-metal-catalyzed asymmetric alkylation of aldehydes represents a straightforward strategy for the synthesis of chiral secondary alcohols.However,efficient methods using organoborons as coupling reagents are rare.Herein,we report a highly enantioselective nickel-catalyzed alkylation reaction of aldehydes,using readily available alkylborons as nucleophiles.A wide variety of chiral secondary alcohols were prepared from commercially available aldehydes with high yields.The key to the excellent enantioselectivity and chemoselectivity was the employment of a bulky C2-symmetric chiral NHC ligand.This protocol features excellent enantiocontrol,mild conditions,and good functional group compatibility.
文摘Optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives have been prepared and used in the asymmetric addition of diethylzinc to aldehydes to give sec-alcohol in good yield with up to 93.1% enantiomeric excess.
