Highly Enantioselective Synthesis of Chiral gamma-Lactams by Rh-Catalyzed Asymmetric Hydrogenation

Lang, Qiwei1; Gu, Guoxian1; Cheng, Yaoti1; Yin, Qin1,2; Zhang, Xumu1

2018-06

10.1021/acscatal.8b00827

ACS Catalysis   影响因子和分区

2155-5435

A Rh/bisphosphine-thiourea (ZhaoPhos) catalytic system has been identified for the straightforward asymmetric synthesis of chiral gamma-lactams. A variety of NH free alpha,beta-unsaturated lactams bearing a beta-aryl or beta-alkyl substituent were smoothly hydrogenated to provide the desired gamma-lactams in up to 99% yield and 99% enantiomeric excess (ee). This methodology provides a highly practical pathway to synthesize chiral y-lactams or gamma-amino acids.

asymmetric hydrogenation bisphosphine-thiourea alpha,beta-unsaturated lactams chiral gamma-lactams gamma-amino acids

SCI ; EI

英语

第一 ; 通讯

Southern University of Science and Technology, Shenzhen Science and Technology Innovation Committee[JCYJ20170817110055425] ; Southern University of Science and Technology, Shenzhen Science and Technology Innovation Committee[JCYJ20170817104350391]

Chemistry

Chemistry, Physical

WOS:000434369600010

AMER CHEMICAL SOC

20182305287092

Amino acids ; Hydrogenation

Chemical Reactions:802.2 ; Organic Compounds:804.1

Web of Science

1.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518000, Peoples R China
2.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Shenzhen 518000, Peoples R China

Lang, Qiwei,Gu, Guoxian,Cheng, Yaoti,et al. Highly Enantioselective Synthesis of Chiral gamma-Lactams by Rh-Catalyzed Asymmetric Hydrogenation[J]. ACS Catalysis,2018,8(6):4824-4828.

Lang, Qiwei,Gu, Guoxian,Cheng, Yaoti,Yin, Qin,&Zhang, Xumu.(2018).Highly Enantioselective Synthesis of Chiral gamma-Lactams by Rh-Catalyzed Asymmetric Hydrogenation.ACS Catalysis,8(6),4824-4828.

Lang, Qiwei,et al."Highly Enantioselective Synthesis of Chiral gamma-Lactams by Rh-Catalyzed Asymmetric Hydrogenation".ACS Catalysis 8.6(2018):4824-4828.