SIMPLE SYNTHESIS OF HEXAHYDROCANNABINOIDS USING PHENYLBORIC ACID CATALYST

被引：0
|
作者：
MURPHY, WS
TULADHAR, SM
DUFFY, B
机构：
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 05期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Common activated phenols, such as sesamol, undergo a one-pot annulation to hexahydrocannabinoids on being heated with citronellal, phenylboric acid and an excess of acetic acid. Benzodioxaborines 2 are shown to be intermediates and are proposed to undergo conversion into quinonemethides under the acid conditions employed. Generally the more stable equatorial-trans-stereoisomer is formed in better than 95% purity.
引用
收藏
页码：605 / 609
页数：5
相关论文
共 50 条
  • [21] Diphenyhnethane synthesis using ionic liquids as Lewis acid catalyst
    Kim, DS
    Ahn, WS
    [J]. KOREAN JOURNAL OF CHEMICAL ENGINEERING, 2003, 20 (01) : 39 - 43
  • [22] Selective synthesis of aromatic dicarboxylic acid using cyclodextrin as catalyst
    Hirai, H
    [J]. POLYMERS FOR ADVANCED TECHNOLOGIES, 1997, 8 (11) : 666 - 673
  • [23] Synthesis of Polytetrahydrofuran Using Protonated Kaolin as A Solid Acid Catalyst
    Moumen, Abdelhak
    Hattab, Zhour
    Belhocine, Youghourta
    Guerfi, Kamel
    Rebbani, Nacer
    [J]. BULLETIN OF CHEMICAL REACTION ENGINEERING AND CATALYSIS, 2019, 14 (02): : 294 - 300
  • [24] Synthesis of tributyl citrate using acid ionic liquid as catalyst
    Junming, X. U.
    Jianchun, Jiang
    Zhiyue, Zuo
    Jing, Li
    [J]. PROCESS SAFETY AND ENVIRONMENTAL PROTECTION, 2010, 88 (01) : 28 - 30
  • [25] Synthesis of Gluconic Acid and its Salts by using Bimetallic Catalyst
    Qadir, M. Abdul
    Atta, Sadia
    Jamshaid, Faisal
    [J]. JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2012, 34 (03): : 648 - 650
  • [26] Simple and efficient synthesis of cyclic carbonates using quaternized glycine as a green catalyst
    Tharun, Jose
    Mathai, George
    Roshan, Roshith
    Kathalikkattil, Amal Cherian
    Bomi, Kim
    Park, Dae-Won
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2013, 15 (23) : 9029 - 9033
  • [27] Simple and mild procedures for synthesis of benzimidazole derivatives using heterogeneous catalyst systems
    Sharghi, Hashem
    Asemani, Omid
    Tabaei, Seyed Mohammad Hossein
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (05) : 1293 - 1298
  • [28] NEW INORGANIC RING-SYSTEMS .35. ATTEMPTS FOR SYNTHESIS OF INORGANIC RINGS WITH PHENYLBORIC ACID
    WANNAGAT, U
    EISELE, G
    [J]. ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1978, 33 (05): : 475 - 478
  • [29] A SIMPLE AND EFFICIENT APPROACH FOR SYNTHESIS OF 1,4-DIHYDRO-PYRIDINES USING NANO-CRYSTALLINE SOLID ACID CATALYST
    Teimouri, Abbas
    Ghorbanian, Leila
    Moatari, Athar
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2013, 27 (03) : 427 - 437
  • [30] An expeditious synthesis of quinoxalines by using biodegradable cellulose sulfuric acid as a solid acid catalyst
    Kuarm, B. Suresh
    Crooks, Peter A.
    Rajitha, B.
    [J]. GREEN CHEMISTRY LETTERS AND REVIEWS, 2013, 6 (03) : 228 - 232
12345