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Organocatalytic Enantioselective Synthesis of Chiral Diarylmethylamines from Racemic Alcohols

Organocatalytic Enantioselective Synthesis of Chiral Diarylmethylamines from Racemic Alcohols
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摘要 An organocatalytic approach for direct conversion of racemic diarylmethanols to valuable chiral diarylmethyiamines is described. Ditterent from the previously reported elegant "borrowing hydrogen" approach, the present process employs a distinct complementary formal SN 1 strategy. This approach enjoys excellent enantioselectivity, mild conditions, broad scope, and easy product derivatization. Mechanistically, control experiments also provided important insights into some notable features, such as substrate kinetic resolution and reversibility as well as the critical role of the ortho- hydroxy group in the substrate. An organocatalytic approach for direct conversion of racemic diarylmethanols to valuable chiral diarylmethyiamines is described. Ditterent from the previously reported elegant "borrowing hydrogen" approach, the present process employs a distinct complementary formal SN 1 strategy. This approach enjoys excellent enantioselectivity, mild conditions, broad scope, and easy product derivatization. Mechanistically, control experiments also provided important insights into some notable features, such as substrate kinetic resolution and reversibility as well as the critical role of the ortho- hydroxy group in the substrate.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2018年第7期587-593,共7页 中国化学(英文版)
关键词 AMINATION asymmetric catalysis nucleophilic substitution chiralitv organocatalvsis amination asymmetric catalysis nucleophilic substitution chiralitv organocatalvsis
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