SYNTHESIS OF SPIRO GAMMA-LACTONES FROM CONJUGATED DIENES

被引:13
|
作者
XIONG, HP [1 ]
RIEKE, RD [1 ]
机构
[1] UNIV NEBRASKA,DEPT CHEM,LINCOLN,NE 68588
来源
JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 26期
关键词
D O I
10.1021/jo00052a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stepwise reactions of conjugated dienemagnesium reagents with a ketone at -78-degrees-C, followed by carbon dioxide at 0-degrees-C to room temperature, provide a one-pot method for the synthesis of spiro gamma-lactones containing a vinyl group at the beta-position.
引用
收藏
页码:7007 / 7008
页数:2
相关论文
共 50 条
  • [1] DIRECT SYNTHESIS OF SPIRO DELTA-LACTONES FROM CONJUGATED DIENES AND EPOXIDES
    SELL, MS
    XIONG, HP
    RIEKE, RD
    TETRAHEDRON LETTERS, 1993, 34 (38) : 6007 - 6010
  • [2] ONE-STEP SPIROANNELATION - SYNTHESIS OF SPIRO GAMMA-LACTONES AND DELTA-LACTONES
    CANONNE, P
    BELANGER, D
    LEMAY, G
    FOSCOLOS, GB
    JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (15): : 3091 - 3097
  • [3] ELECTROCHEMICAL SYNTHESIS OF GAMMA-LACTONES
    TOMILOV, AP
    KLYUEV, BL
    NECHEPURNOI, VD
    ZHURNAL ORGANICHESKOI KHIMII, 1975, 11 (09): : 1984 - 1985
  • [4] SYNTHESIS OF GAMMA-LACTONES FROM GAMMA-HYDROXYACID ETHERS
    BOGATSKII, AV
    GORYACHUK, NA
    JOURNAL OF GENERAL CHEMISTRY USSR, 1962, 32 (06): : 2043 - &
  • [5] Synthesis of guaian sesquiterpene gamma-lactones from hanphilline
    Merkhatuly, N.
    Abeuova, S. B.
    Omarova, A. T.
    Balmagambetova, L. T.
    BULLETIN OF THE UNIVERSITY OF KARAGANDA-CHEMISTRY, 2014, (75): : 44 - 47
  • [6] SIMPLE SYNTHESIS OF GAMMA-LACTONES FROM OLEFINIC NITRILES
    TIECCO, M
    TINGOLI, M
    TESTAFERRI, L
    BARTOLI, D
    SYNTHETIC COMMUNICATIONS, 1989, 19 (16) : 2817 - 2824
  • [7] REACTION OF LEAD(IV) ACETATE WITH STEROIDAL CONJUGATED DINITROOLEFINS - SYNTHESIS OF GAMMA-LACTONES
    HUSAIN, S
    AGARWAL, V
    GUPTA, KC
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1988, 27 (09): : 852 - 853
  • [8] AN EXPEDITIOUS ENANTIOSELECTIVE SYNTHESIS OF GAMMA-LACTONES
    CHONG, JM
    MAR, EK
    TETRAHEDRON LETTERS, 1990, 31 (14) : 1981 - 1984
  • [9] SYNTHESIS OF SATURATED GAMMA-LACTONES - A REVIEW
    IKAN, R
    WEINSTEIN, V
    RAVID, U
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1981, 13 (01) : 59 - 70
  • [10] Asymmetric synthesis of butenolides and gamma-lactones
    Feringa, BL
    vanOeveren, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 22 - ORGN