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
  • [11] From allylic alcohols to saturated carbonyls using Fe(CO)5 as catalyst:: scope and limitation studies and preparation of two perfume components
    Cherkaoui, H
    Soufiaoui, M
    Grée, R
    TETRAHEDRON, 2001, 57 (12) : 2379 - 2383
  • [12] Isomerization and its combined α-bromination of allylic alcohols
    Erbing, Elis
    Martin-Matute, Belen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [13] ISOMERIZATION OF OXIRANES TO ALLYLIC ALCOHOLS WITH DIALKYLBORYL TRIFLUOROMETHANESULFONATES
    INOUE, T
    UCHIMARU, T
    MUKAIYAMA, T
    CHEMISTRY LETTERS, 1977, (10) : 1215 - 1218
  • [14] RUCL3, NAOH-CATALYZED ISOMERIZATION OF ALLYLIC ALCOHOLS TO SATURATED KETONES .2. REGIOCHEMISTRY
    SMADJA, W
    VALERY, JM
    VILLE, G
    BERNASSAU, JM
    JOURNAL OF MOLECULAR CATALYSIS, 1985, 30 (03): : 389 - 394
  • [15] Scope, mechanism and diene inhibition of isomerization of allylic alcohols to saturated ketones catalyzed by ruthenium(II)-cyclopentadienyl complexes
    van der Drift, RC
    Gagliardo, M
    Kooijman, H
    Spek, AL
    Bouwman, E
    Drent, E
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (04) : 1044 - 1055
  • [16] Isomerization reactions of allylic alcohols into ketones with the Grubbs reagent
    Nakashima, K
    Okamoto, S
    Sono, M
    Tori, M
    MOLECULES, 2004, 9 (07) : 541 - 549
  • [17] Platinum Metals in the Catalytic Asymmetric Isomerization of Allylic Alcohols
    Mantilli, Luca
    Mazet, Clement
    CHEMISTRY LETTERS, 2011, 40 (04) : 341 - 344
  • [18] ACID-CATALYZED ISOMERIZATION OF EPOXIDES TO ALLYLIC ALCOHOLS
    VANZON, A
    HUIS, R
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1981, 100 (11): : 425 - 429
  • [19] Iridium-Catalyzed Isomerization of Primary Allylic Alcohols
    Mantilli, Luca
    Mazet, Clement
    CHIMIA, 2009, 63 (1-2) : 35 - 37
  • [20] Transition Metal Catalyzed Isomerization Reaction of Allylic Alcohols
    Zhong, Yexin
    Ren, Kai
    Xie, Xiaomin
    Zhang, Zhaoguo
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (02) : 258 - 273
12345