OXIDATIVE CYCLIZATION OF 5,6-DIHYDROXYALKENES PROMOTED BY CR(VI) OXO SPECIES - A NOVEL CIS-2,5-DISUBSTITUTED TETRAHYDROFURAN SYNTHESIS

被引：75
|
作者：
WALBA, DM
STOUDT, GS
机构：
来源：
TETRAHEDRON LETTERS | 1982年 / 23卷 / 07期
关键词：
D O I：
10.1016/S0040-4039(00)86932-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
引用
收藏
页码：727 / 730
页数：4
相关论文
共 11 条
  • [1] STEREOSELECTIVE SYNTHESIS OF CIS-2,5-DISUBSTITUTED TETRAHYDROFURAN-3-ONES VIA AN ACYL RADICAL CYCLIZATION
    EVANS, PA
    ROSEMAN, JD
    TETRAHEDRON LETTERS, 1995, 36 (01) : 31 - 34
  • [2] Pyranoside alkene templates for the synthesis of cis-2,5-disubstituted tetrahydrofuran subunits of the acetogenins
    Zhang, HP
    Dabideen, D
    Pushchinska, G
    Mootoo, DR
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2002, 21 (05) : 411 - 430
  • [3] Elucidating the Mechanism of Tetrahydrofuran-Diol Formation through Os(VI)-Catalyzed Oxidative Cyclization of 5,6-Dihydroxyalkenes Ligated by Citric Acid
    Hussein, Aqeel A.
    Jafar, Nadhir N. A.
    Ma, Yumiao
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (10): : 6892 - 6902
  • [4] Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes
    Cai, Sai-Hu
    Da, Bing-Chao
    Zhou, Jia-Hui
    Xu, Yun-He
    Loh, Teck-Peng
    CHINESE JOURNAL OF CHEMISTRY, 2016, 34 (11) : 1076 - 1080
  • [5] Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Wacker-Type Aerobic Oxidative Cyclization of Alkenes with tert-Butanesulfinamide Nucleophiles
    Redford, Joanne E.
    McDonald, Richard I.
    Rigsby, Matthew L.
    Wiensch, Joshua D.
    Stahl, Shannon S.
    ORGANIC LETTERS, 2012, 14 (05) : 1242 - 1245
  • [6] ENZYME-CATALYZED ASYMMETRIC HYDROLYSIS OF MESO-SUBSTRATE - THE FACILE SYNTHESIS OF BOTH ENANTIOMERS OF CIS-2,5-DISUBSTITUTED TETRAHYDROFURAN DERIVATIVES
    NAEMURA, K
    TAKAHASHI, N
    CHIKAMATSU, H
    CHEMISTRY LETTERS, 1988, (10) : 1717 - 1720
  • [7] SYNTHESIS AND REACTIONS OF ENANTIOMERICALLY PURE MOLYBDENUM PI-COMPLEXES OF 2H-PYRAN - A GENERAL-APPROACH TO THE ENANTIOSPECIFIC SYNTHESIS OF CIS-2,5-DISUBSTITUTED 5,6-DIHYDRO-2H-PYRANS AND CIS-2,6-DISUBSTITUTED TETRAHYDROPYRANS
    HANSSON, S
    MILLER, JF
    LIEBESKIND, LS
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (26) : 9660 - 9661
  • [8] Stereospecific Synthesis of cis-2,5-Disubstituted Pyrrolidines via N,O-Acetals Formed by Hydroamination Cyclization-Hydroalkoxylation of Homopropargylic Sulfonamides in HFIP
    Wang, Weilin
    Cao, Xiaohui
    Xiao, Weiguo
    Shi, Xiaoyu
    Zuo, Xiaodan
    Liu, Lingyan
    Chang, Weixing
    Li, Jing
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (11): : 7045 - 7059
  • [9] STEREOSPECIFIC SYNTHESIS OF DIFUNCTIONALIZED 2,5-DISUBSTITUTED CIS-2,5-DIMETHYLPYRROLIDINE (AZETHOXYL) NITROXIDES BY OXIDATIVE CLEAVAGE OF PROTECTED 8-AZABICYCLO[3.2.1]OCTANE PRECURSORS
    KEANA, JFW
    HEO, GS
    GAUGHAN, GT
    JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (13): : 2346 - 2351
  • [10] Perruthenate ion.: Another metal oxo species able to promote the oxidative cyclisation of 1,5-Dienes to 2,5-disubstituted cis-tetrahydrofurans
    Piccialli, V
    Caserta, T
    TETRAHEDRON LETTERS, 2004, 45 (02) : 303 - 308
12