Current applications of kinetic resolution in the asymmetric synthesis of substituted pyrrolidines

被引:7
|
作者
Berry, Sian S. [1 ]
Jones, Simon [1 ]
机构
[1] Univ Sheffield, Dept Chem, Dainton Bldg,Brook Hill, Sheffield S3 7HF, S Yorkshire, England
基金
英国工程与自然科学研究理事会;
关键词
LIPASE-CATALYZED TRANSESTERIFICATION; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; CHEMOENZYMATIC SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; ENZYMATIC RESOLUTION; ALPHA; EFFICIENT; HYDROGENATION;
D O I
10.1039/d1ob01943k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral substituted pyrrolidines are key elements in various biologically active molecules and are therefore valuable synthetic targets. One traditional method towards enantiomerically pure compounds is the application of kinetic resolution. In this review, current KR methodology used in the synthesis of substituted pyrrolidines is surveyed, including enzymatic methods, cycloadditions and reduction of ketones.
引用
收藏
页码:10493 / 10515
页数:23
相关论文
共 50 条
  • [1] Current applications of kinetic resolution in the asymmetric synthesis of substituted pyrrolidines
    Berry, Sian S.
    Jones, Simon
    Organic and Biomolecular Chemistry, 2021, 19 (48): : 10493 - 10515
  • [2] Enantioselective synthesis of substituted pyrrolidines by dynamic resolution
    Coldham, I
    Dufour, S
    Haxell, TFN
    Howard, S
    Vennall, GP
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (20) : 3887 - 3889
  • [3] AN ASYMMETRIC-SYNTHESIS OF 2-SUBSTITUTED PYRROLIDINES
    MEYERS, AI
    BURGESS, LE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 201 : 220 - ORGN
  • [4] Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines
    Davies, HML
    Venkataramani, C
    ORGANIC LETTERS, 2001, 3 (11) : 1773 - 1775
  • [5] Asymmetric multicomponent reactions: Diastereoselective synthesis of substituted pyrrolidines and prolines
    Ghosh, Arun K.
    Kulkarni, Sarang
    Xu, Chun-Xiao
    Fanwick, Phillip E.
    ORGANIC LETTERS, 2006, 8 (20) : 4508 - 4511
  • [6] Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines.
    Davies, HML
    Venkataramani, C
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U107 - U107
  • [7] Dynamic Kinetic Asymmetric Synthesis of Substituted Pyrrolidines from Racemic Cyclopropanes and Aldimines: Reaction Development and Mechanistic Insights
    Parsons, Andrew T.
    Smith, Austin G.
    Neel, Andrew J.
    Johnson, Jeffrey S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (28) : 9688 - 9692
  • [8] A Facile Asymmetric Synthesis of Either Enantiomer of 2-Substituted Pyrrolidines
    Reddy, Leleti Rajender
    Das, Sonia G.
    Liu, Yugang
    Prashad, Mahavir
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (07): : 2236 - 2246
  • [9] A SIMPLE ASYMMETRIC-SYNTHESIS OF 2-SUBSTITUTED PYRROLIDINES AND 5-SUBSTITUTED PYRROLIDINONES
    BURGESS, LE
    MEYERS, AI
    JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06): : 1656 - 1662
  • [10] FAM-Ag-catalyzed asymmetric synthesis of heteroaryl-substituted pyrrolidines
    Beksultanova, Nurzhan
    Gozukara, Zeynep
    Araz, Mihrimah
    Bulut, Merve
    Polat-Cakir, Sidika
    Aygun, Muhittin
    Dogan, Ozdemir
    CHIRALITY, 2021, 33 (08) : 465 - 478