DIELS-ALDER APPROACH TO (+/-)-LONGIFOLENE - A FORMAL SYNTHESIS

被引：9
|
作者：
HO, TL
YEH, WL
YEH, WL
YULE, J
LIU, HJ
机构：
[1] NATL TAIWAN UNIV,DEPT CHEM,TAIPEI,TAIWAN
[2] UNIV ALBERTA,DEPT CHEM,EDMONTON T6G 2G2,ALBERTA,CANADA
来源：
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1992年 / 70卷 / 05期
关键词：
D O I：
10.1139/v92-176
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A formal synthesis of longifolene in racemic form is concluded starting from the Diels-Alder reaction of 6,6-dimethylfulvene and maleic anhydride. Key steps are cyclodehydration, conjugate methylation, and ring expansion.
引用
收藏
页码：1375 / 1384
页数：10
相关论文
共 50 条
  • [21] A Diels-Alder synthesis of pyridines
    Hendrickson, JB
    Wang, J
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2003, 35 (06) : 623 - 626
  • [22] APPLICATIONS OF INTRAMOLECULAR DIELS-ALDER REACTIONS TO ALKALOID SYNTHESIS - A FORMAL TOTAL SYNTHESIS OF (+/-)-DENDROBINE
    MARTIN, SF
    LI, W
    JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02): : 642 - 650
  • [23] A Diels-Alder, retro-Diels-Alder approach to arcyriaflavin-A
    Marques, MMB
    Lobo, AM
    Prabhakar, S
    Branco, PS
    TETRAHEDRON LETTERS, 1999, 40 (19) : 3795 - 3796
  • [24] Chiral anthracenes as a Diels-Alder/retro Diels-Alder template in asymmetric synthesis.
    Sanyal, A
    Snyder, JK
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 220 : U121 - U121
  • [25] Synthesis of the formal Diels-Alder adducts of N-substituted dehydromaleimides and anthracene
    Smet, M
    Corens, D
    Van Meervelt, L
    Dehaen, W
    MOLECULES, 2000, 5 (02) : 179 - 188
  • [26] Bioinspired total synthesis of bolivianine: A diels-alder/intramolecular hetero-Diels-Alder cascade approach
    Liu, B. (chembliu@scu.edu.cn), 1600, American Chemical Society (135):
  • [27] SYNTHETIC STUDIES OF DIELS-ALDER ADDUCT OF FURAN - FORMAL TOTAL SYNTHESIS OF (+/-)-AVENACIOLIDE
    KOTSUKI, H
    OHNISHI, H
    AKITOMO, Y
    OCHI, M
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (12) : 3881 - 3884
  • [28] A combined intramolecular Diels-Alder/intramolecular Schmidt reaction:: Formal synthesis of (±)-stenine
    Golden, JE
    Aubé, J
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (22) : 4316 - 4318
  • [29] Total synthesis of (+)-gelsemine via an organocatalytic Diels-Alder approach
    Chen, Xiaoming
    Duan, Shengguo
    Tao, Cheng
    Zhai, Hongbin
    Qiu, Fayang G.
    NATURE COMMUNICATIONS, 2015, 6
  • [30] Synthesis of (±) Wine Lactone and Its Analogues by a Diels-Alder Approach
    O'Connor, Patrick D.
    Kim, U. Bin
    Brimble, Margaret A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (26) : 4405 - 4411
12345