Enantioselective synthesis of β-amino esters and its application to the synthesis of the enantiomers of the antidepressant Venlafaxine

被引：50
|
作者：
Davies, Huw M. L. [1 ]
Ni, Aiwu [1 ]
机构：
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
来源：
CHEMICAL COMMUNICATIONS | 2006年 / 29期
关键词：
D O I：
10.1039/b605047f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
beta-Amino esters are readily formed from the rhodium(II) prolinate-catalyzed intermolecular C - H insertion between methyl aryldiazoacetates and a bis-silyl protected methylamine.
引用
收藏
页码：3110 / 3112
页数：3
相关论文
共 50 条
  • [1] Asymmetric synthesis of both the enantiomers of antidepressant venlafaxine and its analogues
    Bhuniya, Rajib
    Nanda, Samik
    TETRAHEDRON LETTERS, 2012, 53 (15) : 1990 - 1992
  • [2] Enantioselective synthesis of β-amino esters.
    Cohen, JH
    Abdel-Magid, AF
    Maryanoff, CA
    Villani, FJ
    Zhong, H
    Zhang-Plasket, F
    Kenney, BD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 220 : U75 - U75
  • [3] Practical enantioselective synthesis of β-substituted-β-amino esters
    Awasthi, AK
    Boys, ML
    Cain-Janicki, KJ
    Colson, PJ
    Doubleday, WW
    Duran, JE
    Farid, PN
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (14): : 5387 - 5397
  • [4] Enantioselective synthesis of both the enantiomers of jasmine ketolactone and its epimer
    Inoue, M
    Nishi, T
    Kitahara, T
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1999, 63 (06) : 1122 - 1124
  • [5] Copper-Catalyzed Enantioselective Synthesis of β-Boron β-Amino Esters
    Lopez, Aurora
    Clark, Timothy B.
    Parra, Alejandro
    Tortosa, Mariola
    ORGANIC LETTERS, 2017, 19 (23) : 6272 - 6275
  • [6] Catalytic, enantioselective alkylation of α-amino esters:: The synthesis of nonnatural α-amino acid derivatives
    Ferraris, D
    Young, B
    Cox, C
    Dudding, T
    Drury, WJ
    Ryzhkov, L
    Taggi, AE
    Lectka, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (01) : 67 - 77
  • [7] Application of Unusual Grignard Reaction for the Stereoselective Synthesis of Antidepressant Drug (R)-(-)-Venlafaxine
    Chavan, Subhash P.
    Khatod, Harshali S.
    SYNTHESIS-STUTTGART, 2017, 49 (06): : 1410 - 1418
  • [8] Single-Flask Enantioselective Synthesis of α-Amino Acid Esters by Organocatalysis
    Battaglia, Vincenzo
    Meninno, Sara
    Pellegrini, Andrea
    Mazzanti, Andrea
    Lattanzi, Alessandra
    ORGANIC LETTERS, 2023, 25 (27) : 5038 - 5043
  • [9] Synthesis of Chiral α-Amino Tertiary Boronic Esters by Enantioselective Hydroboration of α-Arylenamides
    Hu, Naifu
    Zhao, Guoqing
    Zhang, Yuanyuan
    Liu, Xiangqian
    Li, Guangyu
    Tang, Wenjun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (21) : 6746 - 6749
  • [10] Enantioselective synthesis of amino acid amides via enzymatic ammoniolysis of amino acid esters
    Hacking, MAPJ
    Wegman, MA
    Rops, J
    van Rantwijk, F
    Sheldon, RA
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 1998, 5 (1-4) : 155 - 157
12345