STEREOSELECTIVE SYNTHESIS OF SYN-1,3-DIOLS

被引:11
|
作者
MOHR, P
机构
[1] Pharmaceutical Research Department, F. Hoffmann-La Roche Ltd
关键词
D O I
10.1016/S0040-4039(00)79685-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
beta-Hydroxyalkynones 1, readily available from the corresponding beta-hydroxyesters, are reduced by DIBAL-H in THF at -78-degrees with good selectivity to syn-diols 2.
引用
收藏
页码:2219 / 2222
页数:4
相关论文
共 50 条
  • [21] Stereoselective synthesis of syn,syn-2-methyl-1,3-diols through one-pot aldol-reduction sequence
    Galobardes, M
    Mena, M
    Romea, P
    Urpí, F
    Vilarrasa, J
    TETRAHEDRON LETTERS, 2002, 43 (35) : 6145 - 6148
  • [22] Two chiral building blocks for the stereocontrolled synthesis of anti- and syn-1, 3-diols
    Wu, Y
    Guan, M
    Xu, Z
    Cheng, L
    Wu, XC
    CHINESE CHEMICAL LETTERS, 2001, 12 (09) : 765 - 766
  • [23] Recent advances in the stereoselective synthesis of 1,3-diols using biocatalysts
    Gupta, Pankaj
    Mahajan, Neha
    Taneja, Subhash Chandra
    CATALYSIS SCIENCE & TECHNOLOGY, 2013, 3 (10) : 2462 - 2480
  • [24] STEREOSELECTIVE SYNTHESIS OF SYN-1,3-DIOL ACETONIDES BY REDUCTIVE DECYANATION OF CYANOHYDRINS
    RYCHNOVSKY, SD
    ZELLER, S
    SKALITZKY, DJ
    GRIESGRABER, G
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (21): : 5550 - 5551
  • [25] A stereoselective and novel approach to the synthesis of 1,3-diols:: simple control of diastereoselectivity
    Mahrwald, R
    Gündogan, B
    CHEMICAL COMMUNICATIONS, 1998, (20) : 2273 - 2274
  • [26] 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)
  • [27] TiCl4-mediated reduction of 1,3-diketones with BH3-pyridine complex:: A highly diastereoselective method for the synthesis of syn-1,3-diols
    Bartoli, G
    Bosco, M
    Bellucci, MC
    Dalpozzo, R
    Marcantoni, E
    Sambri, L
    ORGANIC LETTERS, 2000, 2 (01) : 45 - 47
  • [28] Synthesis of protected syn 1,3-diols by intramolecular conjugate addition to vinyl sulfones
    Grimaud, L
    Rotulo, D
    Ros-Perez, R
    Gultry-Azam, L
    Prunet, J
    TETRAHEDRON LETTERS, 2002, 43 (42) : 7477 - 7479
  • [29] Highly selective reduction of acyclic β-alkoxy ketones to protected syn-1 3-diols
    Cullen, AJ
    Sammakia, T
    ORGANIC LETTERS, 2004, 6 (18) : 3143 - 3145
  • [30] INTRAMOLECULAR AMIDOALKYLATION OF CHIRAL IMINIUM IONS - STEREOSELECTIVE SYNTHESIS OF SYN-1,3-AMINOALCOHOLS
    HIOKI, H
    OKUDA, M
    MIYAGI, W
    ITO, S
    TETRAHEDRON LETTERS, 1993, 34 (38) : 6131 - 6134