MONTMORILLONITE SUPPORTED (-)-N-DODECYL-N-METHYL-EPHEDRENIUM BOROHYDRIDE - AN EFFICIENT REDUCING AGENT

被引：9
|
作者：
SARKAR, A
RAO, BR
机构：
[1] Deptt. of Appl. Chemistry, Indian School of Mines, Dhanbad
来源：
TETRAHEDRON LETTERS | 1991年 / 32卷 / 09期
关键词：
D O I：
10.1016/S0040-4039(00)92057-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The clay supported reagent reduces ketones under phase transfer conditions efficiently. A two fold activation of the carbonyl group - one by the Lewis acid sites on clay and the other by the beta-hydroxy group of ephedrenium moiety, ensures facile reductions - maintaining a fair degree of stereoselectivity in reducing some of the cyclic ketones. Asymmetric inductions of 1-9.7% were observed in case of some prochiral ketones.
引用
收藏
页码：1247 / 1250
页数：4
相关论文
共 50 条
  • [1] MONTMORILLONITE SUPPORTED BOROHYDRIDE - A NEW REDUCING AGENT FOR REDUCTIONS UNDER PHASE-TRANSFER CONDITIONS
    SARKAR, A
    RAO, BR
    KONAR, MM
    SYNTHETIC COMMUNICATIONS, 1989, 19 (13-14) : 2313 - 2320
  • [2] N-methylpyrrolidine-zinc borohydride:: As a new stable and efficient reducing agent in organic synthesis
    Tajbakhsh, M
    Lakouraj, MM
    Mohanazadeh, F
    Ahmadi-nejhad, A
    SYNTHETIC COMMUNICATIONS, 2003, 33 (02) : 229 - 236
  • [3] POLYMER-SUPPORTED ZIRCONIUM BOROHYDRIDE - A STABLE, EFFICIENT AND REGENERABLE REDUCING AGENT
    TAMAMI, B
    GOUDARZIAN, N
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (09) : 1079 - 1079
  • [4] Chitosan-supported borohydride reducing agent
    Qin, CQ
    Xiao, L
    Du, YM
    CHINESE CHEMICAL LETTERS, 2001, 12 (12) : 1051 - 1052
  • [5] Chitosan-supported Borohydride Reducing Agent
    Cai Qin QIN
    Chinese Chemical Letters, 2001, (12) : 1051 - 1052
  • [6] Poly(n-butyl-4-vinylpyridinium) borohydride as a new stable and efficient reducing agent in organic synthesis
    Khaligh, Nader Ghaffari
    Ghasem-Abadi, Parisa Ghods
    Mihankhah, Taraneh
    COMPTES RENDUS CHIMIE, 2014, 17 (01) : 23 - 29
  • [7] Polymer supported zinc borohydride: A stable, efficient, selective, and regenerable reducing agent for variety of organic compounds
    Tamami, B
    Goudarzian, N
    IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION, 1996, 15 (02): : 63 - 71
  • [8] Reducing infectivity of HIV upon exposure to surfaces coated with N,N-dodecyl, methyl-polyethylenimine
    Gerrard, Stephen E.
    Larson, Alyssa M.
    Klibanov, Alexander M.
    Slater, Nigel K. H.
    Hanson, Carl V.
    Abrams, Barbara F.
    Morris, Mary K.
    BIOTECHNOLOGY AND BIOENGINEERING, 2013, 110 (07) : 2058 - 2062
  • [9] Diisobutylaluminum borohydride (snelling salt): A versatile and efficient reducing agent
    Amberchan, Gabriella
    Singaram, Bakthan
    Moya, Enrique
    Landi, Madison
    Lutz, Kyle
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
  • [10] EFFICIENT REDUCTION OF ACYL CHLORIDES WITH ZINC BOROHYDRIDE N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE
    KOTSUKI, H
    USHIO, Y
    YOSHIMURA, N
    OCHI, M
    TETRAHEDRON LETTERS, 1986, 27 (35) : 4213 - 4214
12345