ASYMMETRIC EPOXIDATION OF FLUORINATED ALLYLIC ALCOHOLS

被引：14
|
作者：
GOSMINI, C [1 ]
DUBUFFET, T [1 ]
SAUVETRE, R [1 ]
NORMANT, JF [1 ]
机构：
[1] UNIV PARIS 06,CHIM ORGANOELEMENTS LAB,TOUR 44-45,4 PL JUSSIEU,F-75252 PARIS 05,FRANCE
来源：
TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 03期
关键词：
D O I：
10.1016/S0957-4166(00)82361-7
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The asymmetric epoxidation of an alpha, beta-difluoro primary allylic alcohol, and of two alpha-fluoro secondary allylic alcohols follows the pattern known with non fluorinated analogs. The fluoro epoxides thus formed can be transformed into chiral alpha-ketols and into an alpha-fluoroacid.
引用
收藏
页码：223 / 230
页数：8
相关论文
共 50 条
  • [31] ASYMMETRIC EPOXIDATION OF ALLYLIC ALCOHOLS EMPLOYING 4,5-DIPHENYLOXAZOLE AS A MASKED ESTER FUNCTIONALITY
    PRIDGEN, LN
    SHILCRAT, SC
    LANTOS, I
    TETRAHEDRON LETTERS, 1984, 25 (27) : 2835 - 2838
  • [32] Asymmetric epoxidation via phase-transfer catalysis:: direct conversion of allylic alcohols into α,β-epoxyketones
    Lygo, B
    To, DCM
    CHEMICAL COMMUNICATIONS, 2002, (20) : 2360 - 2361
  • [33] A TELLURIUM TRANSPOSITION ROUTE TO ALLYLIC ALCOHOLS - OVERCOMING SOME LIMITATIONS OF THE SHARPLESS KATSUKI ASYMMETRIC EPOXIDATION
    DITTMER, DC
    DISCORDIA, RP
    ZHANG, YZ
    MURPHY, CK
    KUMAR, A
    PEPITO, AS
    WANG, YS
    JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (03): : 718 - 731
  • [34] FLUORINATED ALLYLIC ALCOHOLS AS BUILDING-BLOCKS
    ALLMENDINGER, T
    ANGST, C
    KARFUNKEL, H
    JOURNAL OF FLUORINE CHEMISTRY, 1995, 72 (02) : 247 - 253
  • [35] FURTHER-STUDIES ON STEREOSPECIFIC EPOXIDATION OF ALLYLIC ALCOHOLS
    HASAN, I
    KISHI, Y
    TETRAHEDRON LETTERS, 1980, 21 (44) : 4229 - 4232
  • [36] Metallocene-catalyzed diastereoselective epoxidation of allylic alcohols
    Della Sala, G
    Giordano, L
    Lattanzi, A
    Proto, A
    Scettri, A
    TETRAHEDRON, 2000, 56 (22) : 3567 - 3573
  • [37] Catalytic enantioselective epoxidation of tertiary allylic and homoallylic alcohols
    Yamamoto, H. (yamamoto@uchicago.edu), 1600, American Chemical Society (135):
  • [38] STEREOSPECIFIC CIS-EPOXIDATION OF CYCLIC ALLYLIC ALCOHOLS
    HENBEST, HB
    WILSON, RAL
    CHEMISTRY & INDUSTRY, 1956, (26) : 659 - 659
  • [39] New vanadium oxazoline catalysts for epoxidation of allylic alcohols
    Hwang, JH
    Abu-Omar, MM
    TETRAHEDRON LETTERS, 1999, 40 (48) : 8313 - 8316
  • [40] Catalytic Enantioselective Epoxidation of Tertiary Allylic and Homoallylic Alcohols
    Olivares-Romero, Jose Luis
    Li, Zhi
    Yamamoto, Hisashi
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (09) : 3411 - 3413
12345