2,2-DIFLUORO ENOL SILYL ETHERS - CONVENIENT PREPARATION AND APPLICATION TO THE SYNTHESIS OF A NOVEL FLUORINATED BRASSINOSTEROID

被引:52
|
作者
JIN, FQ [1 ]
XU, YY [1 ]
HUANG, WY [1 ]
机构
[1] ACAD SINICA,SHANGHAI INST ORGAN CHEM,345 LINGLING LU,SHANGHAI 200032,PEOPLES R CHINA
关键词
D O I
10.1039/p19930000795
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
on treatment with Grignard reagents, trifluoroacetyltriphenylsilane was converted into 2,2-difluoro enol silyl ethers in almost quantitative yields. As a synthetic application of the 2,2-difluoro enol silyl ether, a novel fluorinated brassinosteroid was synthesized.
引用
收藏
页码:795 / 799
页数:5
相关论文
共 50 条
  • [1] A CONVENIENT SYNTHESIS OF 2,2-DIFLUORO ENOL SILYL ETHERS FROM CHLORODIFLUOROMETHYL KETONES
    YAMANA, M
    ISHIHARA, T
    ANDO, T
    TETRAHEDRON LETTERS, 1983, 24 (05) : 507 - 510
  • [2] TRIFLUOROACETYLTRIPHENYLSILANE AS A POTENTIALLY USEFUL FLUORINE-CONTAINING BUILDING BLOCK - PREPARATION AND ITS TRANSFORMATION INTO 2,2-DIFLUORO ENOL SILYL ETHERS
    JIN, FQ
    JIANG, BA
    XU, YY
    TETRAHEDRON LETTERS, 1992, 33 (09) : 1221 - 1224
  • [3] "All-Water" Synthesis of β-Amino α,α-Difluoro Ketones from Fluorinated Enol Silyl Ethers and Imines
    Wu, Ye-bin
    Wan, Li
    Lu, Guo-ping
    Cai, Chun
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (24) : 3438 - 3441
  • [4] A CONVENIENT SYNTHESIS OF 1-TRIFLUOROMETHYL ENOL SILYL ETHERS
    JIN, FQ
    XU, YY
    JOURNAL OF FLUORINE CHEMISTRY, 1993, 62 (2-3) : 207 - 210
  • [5] Green protocol for the preparation of silyl enol ethers and their application in the synthesis of fine chemicals
    Lanari, Daniela
    Curini, Massimo
    Morozzi, Chiara
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [6] Preparation of 1-aryl-2,2-difluoro enol esters via dehydrosulfonylation of α-(phenylsulfonyl)difluoromethylated benzoates
    Zhang, Laijun
    Li, Ya
    Hu, Jinbo
    JOURNAL OF FLUORINE CHEMISTRY, 2007, 128 (07) : 755 - 761
  • [7] SILYL ENOL ETHERS IN SYNTHESIS .2.
    BROWNBRIDGE, P
    SYNTHESIS-STUTTGART, 1983, (02): : 85 - 104
  • [8] Mg0-promoted selective C-F bond cleavage of trifluoromethyl ketones:: a convenient method for the synthesis of 2,2-difluoro enol silanes
    Amii, H
    Kobayashi, T
    Hatamoto, Y
    Uneyama, K
    CHEMICAL COMMUNICATIONS, 1999, (14) : 1323 - 1324
  • [9] NOVEL PREPARATION OF SILYL ENOL ETHERS FROM ALLYL ALCOHOLS
    SUZUKI, H
    KOYAMA, Y
    MOROOKA, Y
    IKAWA, T
    TETRAHEDRON LETTERS, 1979, (16) : 1415 - 1418
  • [10] HIGHLY CONVENIENT ELECTROLYSIS PROCEDURE FOR THE PREPARATION OF ALPHA-HALOGENATED KETONES AND ACETALS FROM ENOL ACETATES, ENOL ETHERS, AND SILYL ENOL ETHERS
    TORII, S
    INOKUCHI, T
    MISIMA, S
    KOBAYASHI, T
    JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (13): : 2731 - 2735