STEREOCONTROLLED OXASPIROCYCLIZATION OF CONJUGATED DIENES VIA PALLADIUM CATALYSIS

被引：0
|
作者：
BACKVALL, JE
ANDERSSON, PG
机构：
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 07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：
Mild palladium-catalyzed spirocyclizations of 1-(3-hydroxyalkyl)- and 1-(4-hydroxyalkyl)-1,3-cycloalkadienes (5a, 5b, 5d, and 5e) have been developed. The reactions proceed via a spirocyclic pi-(allyl)palladium intermediate and result in the 1,4-addition of the hydroxy function and a chloride or an acetate. The stereochemistry of the reactions can be controlled to give either cis or trans 1,4-addition across the double bond.
引用
收藏
页码：2274 / 2276
页数：3
相关论文
共 50 条
  • [31] PALLADIUM-CATALYZED INTRAMOLECULAR 1,4-ADDITIONS TO CONJUGATED DIENES
    BACKVALL, JE
    PURE AND APPLIED CHEMISTRY, 1992, 64 (03) : 429 - 437
  • [32] PI-ALLYL COMPLEXES PREPARED FROM CONJUGATED DIENES AND PALLADIUM HALIDES
    ROWE, JM
    WHITE, DA
    JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1967, (09): : 1451 - &
  • [33] Palladium(II)-Catalyzed Aerobic 1,2-Diacetoxylation of Conjugated Dienes
    Ju, Chenyang
    Wu, Zhengxing
    Li, Yunyi
    Zhang, Wanbin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (11) : 3925 - 3933
  • [34] Catalytic (3+2) Palladium-Aminoallyl Cycloaddition with Conjugated Dienes
    Trost, Barry M.
    Huang, Zhongxing
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (19) : 6396 - 6399
  • [35] Palladium-catalyzed addition of mono- and dicarbonyl compounds to conjugated dienes
    Leitner, A
    Larsen, J
    Steffens, C
    Hartwig, JF
    JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (22): : 7552 - 7557
  • [36] STUDY OF THE GENERATION OF PALLADIUM COMPLEX CATALYSTS FOR THE SELECTIVE HYDROGENATION OF CONJUGATED DIENES TO OLEFINS
    SHUIKINA, LP
    BONDARENKO, GN
    CHERKASHIN, GM
    PARENAGO, OP
    FROLOV, VM
    KINETICS AND CATALYSIS, 1983, 24 (06) : 1173 - 1177
  • [37] Stereospecific synthesis of highly substituted skipped dienes through multifunctional palladium catalysis
    Thadani, AN
    Rawal, VH
    ORGANIC LETTERS, 2002, 4 (24) : 4317 - 4320
  • [38] Isomerization of alkynes to 1,3-dienes under rhodium or palladium catalysis
    Yasui, Hiroto
    Yorimitsu, Hideki
    Oshima, Koichiro
    SYNLETT, 2006, (11) : 1783 - 1785
  • [39] SYNTHESIS OF ALLYL AND DIENYL SULFONES VIA LODOSULFONYLATION OF CONJUGATED DIENES
    BARLUENGA, J
    MARTINEZGALLO, JM
    NAJERA, C
    FANANAS, FJ
    YUS, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12): : 2605 - 2609
  • [40] Stereocontrolled synthesis of alpha-trialkylsilyl-beta,gamma-unsaturated aldehydes via palladium(0) catalysis. Synthetic usefulness
    LeBideau, F
    Gilloir, F
    Nilsson, Y
    Aubert, C
    Malacria, M
    TETRAHEDRON, 1996, 52 (21) : 7487 - 7510
12345