Lipase-catalyzed kinetic resolution of 4-(N-Boc-amino)-1-alken-3-ols

被引:7
|
作者
Oshitari, T [1 ]
Mandai, T [1 ]
机构
[1] Kurashiki Univ Sci & Arts, Dept Chem & Biosci, Kurashiki, Okayama 7128505, Japan
关键词
4-(N-Boc-arnino); 1-alken-3-ols; kinetic resolution; lipase; the taxol side chain;
D O I
10.1055/s-2003-42115
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A wide range of 4-(N-Boc-amino)-1-alken-3-ols were efficiently resolved by lipase-catalyzed kinetic resolution. This procedure has been successfully applied to the highly enantioselective synthesis of the taxol side chain.
引用
收藏
页码:2374 / 2376
页数:3
相关论文
共 50 条
  • [41] Lipase-catalyzed kinetic resolution approach toward enantiomerically enriched 1-(β-hydroxypropyl)indoles
    Borowiecki, Pawel
    Justyniak, Iwona
    Ochal, Zbigniew
    TETRAHEDRON-ASYMMETRY, 2017, 28 (12) : 1717 - 1732
  • [42] Lipase-catalyzed kinetic resolution of racemic 1-heteroarylethanols-experimental and QM/MM study
    Tosa, Monica
    Pilbak, Sarolta
    Moldovan, Paula
    Paizs, Csaba
    Szatzker, Gabor
    Szakacs, Gyoergy
    Novak, Lajos
    Irimie, Florin-Dan
    Poppe, Laszlo
    TETRAHEDRON-ASYMMETRY, 2008, 19 (15) : 1844 - 1852
  • [43] Enantioselective lipase-catalyzed kinetic resolution of N-(2-ethyl-6-methylphenyl)alanine
    Zheng, LY
    Zhang, SQ
    Feng, Y
    Cao, SG
    Ma, JS
    Zhao, LF
    Gao, G
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2004, 31 (4-6) : 117 - 122
  • [44] 1-alkylthio-3-aryloxypropan-2-ols: synthesis and enantiomer separation by lipase-catalyzed transesterification
    Wielechowska, M
    Plenkiewicz, J
    TETRAHEDRON-ASYMMETRY, 2003, 14 (20) : 3203 - 3210
  • [45] Lipase-catalyzed kinetic resolution of 3-phenyloxazolidin-2-one derivatives: Cascade O- and N-alkoxycarbonylations
    Zhang, Yang
    Zhang, Yang
    Xie, Sheng
    Yan, Mingdi
    Ramstrom, Olof
    CATALYSIS COMMUNICATIONS, 2016, 82 : 11 - 15
  • [46] 4-(N-Boc-amino)-1Н-1,2,3-triazolecarbothioamides in the synthesis of a new heterocyclic [1,2,3]triazolo[4,5-e][1,4]thiazepine system
    Natalia A. Syrota
    Sergiy V. Kemskiy
    Andriy V. Bol’but
    Igor I. Chernobaev
    Oleksandr S. Liavinets
    Mykhailo V. Vovk
    Chemistry of Heterocyclic Compounds, 2021, 57 : 841 - 847
  • [47] Lipase-catalyzed kinetic resolution of (±)-cis-flavan-4-ol and its acetate:: Synthesis of chiral 3-hydroxyflavanones
    Todoroki, T
    Saito, A
    Tanaka, A
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2002, 66 (08) : 1772 - 1774
  • [48] An efficient diastereoselective route to differentially protected anti-4-amino-1-alken-3-ols
    Lombardo, Marco
    Mosconi, Elisa
    Pasi, Filippo
    Petrini, Marino
    Trombini, Claudio
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (05): : 1834 - 1837
  • [49] Lipase-catalyzed kinetic resolution of 3-hydroxy esters in organic solvents and supercritical carbon dioxide
    Capewell, A
    Wendel, V
    Bornscheuer, U
    Meyer, HH
    Scheper, T
    ENZYME AND MICROBIAL TECHNOLOGY, 1996, 19 (03) : 181 - 186
  • [50] Lipase-catalyzed kinetic resolution of 3-chloro-2-hydroxyalkanoates. Its application for the synthesis of (-)-disparlure
    Tsuboi, S
    Yamafuji, N
    Utaka, M
    TETRAHEDRON-ASYMMETRY, 1997, 8 (03) : 375 - 379