Isomerization of allylic alcohols into saturated carbonyls using phosphorus tribromide

被引：7
|
作者：
Shagufta [1 ]
Srivastava, AK [1 ]
Panda, G [1 ]
机构：
[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 07期
关键词：
D O I：
10.1016/j.tellet.2005.12.046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Allylic alcohols 3-18 and 36 were efficiently isomerized to corresponding saturated carbonyls 19-34 and 37 in excellent yields under mild reaction conditions (5-9 min, 0 degrees C) using PBr3. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1065 / 1070
页数：6
相关论文
共 50 条
  • [41] COPPER CATALYZED REARRANGEMENT OF ALLYLIC ALCOHOLS TO SATURATED ALDEHYDES AND KETONES
    EADON, G
    SHIEKH, MY
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (07) : 2288 - 2289
  • [42] Metal-free stereospecific isomerization of electron-deficient allylic alcohols and allylic ethers
    Erro, Samuel Martinez
    Sanz-Marco, Amparo
    Gomez, Antonio Bermejo
    Vazquez-Romero, Ana
    Ahlquist, Marten
    Martin-Matute, Belen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [43] Electrocatalytic Isomerization of Allylic Alcohols: Straightforward Preparation of β-Aryl-Ketones
    Li, Anding
    Zheng, Nan
    Guo, Kai
    Zhang, Zhongchao
    Yang, Zhen
    CATALYSTS, 2022, 12 (03)
  • [44] Enantioselective isomerization of allylic alcohols catalyzed by a rhodium/phosphaferrocene complex.
    Fu, GC
    Tanaka, K
    Qiao, S
    Tobisu, M
    Lo, MMC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U105 - U105
  • [45] Palladium-Catalyzed Isomerization of exo-Methylenic Allylic Alcohols
    Fordred, Paul S.
    Niyadurupola, D. Gangani
    Wisedale, Richard
    Bull, Steven D.
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (14-15) : 2310 - 2314
  • [46] HETEROATOM-ASSISTED ISOMERIZATION OF OXIRANES TO ALLYLIC ALCOHOLS PROMOTED BY BASES
    MORDINI, A
    PECCHI, S
    CAPOZZI, G
    CAPPERUCCI, A
    DEGL'INNOCENTI, A
    REGINATO, G
    RICCI, A
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17): : 4784 - 4790
  • [47] A highly stereospecific isomerization of oxiranes into allylic alcohols by means of organoaluminum amides
    Yasuda, Arata
    Yamamoto, Hisashi
    Nozaki, Hitosi
    Bulletin of the Chemical Society of Japan, 1979, 52 (06): : 1705 - 1708
  • [48] Novel and efficient isomerization of allylic alcohols promoted by a tetrapropylammonium perruthenate catalyst
    Markó, IE
    Gautier, A
    Tsukazaki, M
    Llobet, A
    Plantalech-Mir, E
    Urch, CJ
    Brown, SM
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1999, 38 (13-14) : 1960 - 1962
  • [49] HIGHLY STEREOSPECIFIC ISOMERIZATION OF OXIRANES INTO ALLYLIC ALCOHOLS BY MEANS OF ORGANOALUMINUM AMIDES
    YASUDA, A
    YAMAMOTO, H
    NOZAKI, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (06) : 1705 - 1708
  • [50] ORGN 561-Rhenium(VII) catalyzed isomerization of allylic alcohols
    Beutner, Gregory L.
    Morrill, Christie
    Grubbs, Robert H.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
12345