Enantioselective enzymatic desymmetrization of prochiral 1,3-diols and enzymatic resolution of monoprotected 1,3-diols based on α-tetralone and related multifunctional scaffolds

被引：12
|
作者：
Mahapatra, Tridib [1 ]
Das, Tapas [1 ]
Nanda, Samik [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 21期
关键词：
D O I：
10.1016/j.tetasy.2008.10.024
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Novel multifunctional chemotypes based on alpha-tetralone, alpha-indarione, and chromanone have been synthesized by a chemo-enzymatic approach by applying an enzymatic irreversible transesterification strategy. The scaffolds synthesized can be further elaborated with subsequent enzymatic as well as chemical transformations for the generation of new sets of structurally related organic molecules. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2497 / 2507
页数：11
相关论文
共 50 条
  • [31] TRANSFORMATION OF 1,3-DIOLS ON HOMOGENEOUS AND HETEROGENEOUS RHODIUM CATALYSTS
    MOLNAR, A
    FELFOLDI, K
    BARTOK, M
    JOURNAL OF MOLECULAR CATALYSIS, 1981, 11 (2-3): : 225 - 232
  • [32] Chromium-catalyzed asymmetric synthesis of 1,3-diols
    Hong-Tao Ji
    Qing-Shan Tian
    Jian-Nan Xiang
    Guo-Zhu Zhang
    ChineseChemicalLetters, 2017, 28 (06) : 1182 - 1184
  • [33] BORIC-ACID EXTRACTION BY NORMAL 1,3-DIOLS
    SHVARTS, EM
    PUTNIN, AY
    KALVE, IA
    SENNIKOVA, LM
    KIRCHANOV, AA
    ZANINA, AS
    KOTLYAREVSKII, IL
    ZHURNAL NEORGANICHESKOI KHIMII, 1983, 28 (09): : 2333 - 2337
  • [34] STEREOISOMERISM OF ISOPULEGOL HYDRATES AND SOME ANALOGOUS 1,3-DIOLS
    ZIMMERMAN, HE
    ENGLISH, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (10) : 2367 - 2370
  • [35] SYNTHESIS AND REACTIONS OF OPTICALLY-ACTIVE 1,3-DIOLS
    ROSSLEIN, L
    TAMM, C
    HELVETICA CHIMICA ACTA, 1988, 71 (01) : 47 - 56
  • [36] A Two-Step, One-Pot Enzymatic Synthesis of 2-Substituted 1,3-Diols
    Kalaitzakis, Dimitris
    Smonou, Ioulia
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (24): : 8658 - 8661
  • [37] A modular approach to catalytic stereoselective synthesis of chiral 1,2-diols and 1,3-diols
    Xu, Sheng
    Ping, Yuanyuan
    Su, Yinyan
    Guo, Haoyun
    Luo, Aowei
    Kong, Wangqing
    NATURE COMMUNICATIONS, 2025, 16 (01)
  • [38] Catalytic asymmetric bromoetherification and desymmetrization of olefinic 1,3-diols with C2-symmetric sulfides
    Yeung, Y.-Y. (chmyyy@nus.edu.sg), 1600, American Chemical Society (136):
  • [39] Carbene-catalyzed desymmetrization of 1,3-diols: access to optically enriched tertiary alkyl chlorides
    Li, Bao-Sheng
    Wang, Yuhuang
    Proctor, Rupert S. J.
    Jin, Zhichao
    Chi, Yonggui Robin
    CHEMICAL COMMUNICATIONS, 2016, 52 (53) : 8313 - 8316
  • [40] SYNTHESIS OF NONRACEMIC 2-VINYL-MONOPROTECTED 1,3-DIOLS FROM THE REACTIONS OF CHIRAL ALLYLSTANNANES WITH ALDEHYDES
    GUNG, BW
    PEAT, AJ
    SYNTHETIC COMMUNICATIONS, 1991, 21 (17) : 1797 - 1802
12345