Enantioselective organocatalytic double Michael addition reactions

被引：142
|
作者：
Li, Hao [1 ]
Zu, Liansuo [1 ]
Xie, Hexin [1 ]
Wang, Jian [1 ]
Jiang, Wei [1 ]
Wang, Wei [1 ]
机构：
[1] Univ New Mexico, Dept Chem & Chem Biol, Albuquerque, NM 87131 USA
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 09期
关键词：
D O I：
10.1021/ol070581y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] A novel organocatalytic, enantioselective domino double Michael addition reaction of alpha,beta-unsaturated aldehydes with ethyl 4-mercapto-2-butenoate has been developed. The process is promoted by chiral diphenylprolinol TMS ether to give chiral tetrahydrothiophenes in high to excellent levels of enantioselectivities.
引用
下载
收藏
页码：1833 / 1835
页数：3
相关论文
共 50 条
  • [1] Enantioselective Synthesis of Polysubstituted Cyclopentanones by Organocatalytic Double Michael Addition Reactions
    Ma, Anqi
    Ma, Dawei
    ORGANIC LETTERS, 2010, 12 (16) : 3634 - 3637
  • [2] Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes
    Li Hao
    Ji YaFei
    Li Jian
    Zhang ShiLei
    Yu ChenGuang
    Wang Wei
    SCIENCE CHINA-CHEMISTRY, 2010, 53 (01) : 135 - 139
  • [3] Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes
    Hao Li
    YaFei Ji
    Jian Li
    ShiLei Zhang
    ChenGuang Yu
    Wei Wang
    Science China Chemistry, 2010, 53 : 135 - 139
  • [4] Highly enantioselective organocatalytic Michael addition reactions of ketones with chalcones
    Wang, J
    Li, H
    Zu, LS
    Wang, W
    ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (4-5) : 425 - 428
  • [5] Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes
    LI HaoJI YaFeiLI JianZHANG ShiLeiYU ChenGuang WANG Wei Department of Chemistry and Chemical BiologyUniversity of New MexicoAlbuquerqueNM USA Department of Pharmaceutical SciencesSchool of PharmacyEast China University of Science and TechnologyShanghai China
    Science China(Chemistry), 2010, 53 (01) : 135 - 139
  • [6] Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes
    LI Hao1
    2 Department of Pharmaceutical Sciences
    Science China Chemistry, 2010, (01) : 135 - 139
  • [7] The efficient enantioselective synthesis of dihydropyrans via organocatalytic Michael addition reactions
    Niu, Zhiqiang
    He, Xinwei
    Shang, Yongjia
    TETRAHEDRON-ASYMMETRY, 2014, 25 (10-11) : 796 - 801
  • [8] Organocatalytic enantioselective Michael and hetero-Michael reactions
    Vicario, Jose L.
    Badia, Dolores
    Carrillo, Luisa
    SYNTHESIS-STUTTGART, 2007, (14): : 2065 - 2092
  • [9] Enantioselective Organocatalytic Michael Addition of Aldehydes to β-Nitrostyrenes
    Laars, Marju
    Ausmees, Kerti
    Uudsemaa, Merle
    Tamm, Toomas
    Kanger, Tonis
    Lopp, Margus
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (10): : 3772 - 3775
  • [10] Enantioselective Organocatalytic Michael Addition of Anthrone to Nitroalkenes
    He, Tianxiong
    Wu, Xinyan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2010, 30 (09) : 1400 - 1404
12345