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
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 07期
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 29 条
[1]  
ADAMS R, 1965, ORG REACTIONS, V14, P270
[2]  
BEGUE JP, 1988, J FLUORINE CHEM, V24, P271
[3]  
Colvin E. W, 1981, SILICON ORGANIC SYNT
[4]   MARINE STEROLS .4. 24-DEHYDROCHOLESTEROL - ISOLATION FROM A BARNACLE AND SYNTHESIS BY THE WITTIG REACTION [J].
FAGERLUND, UHM ;
IDLER, DR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (24) :6473-6475
[5]  
FILLER R, 1983, BIOMEDICAL ASPECTS F
[6]   RECENT TRENDS IN THE SYNTHESIS OF ORGANOFLUORINE COMPOUNDS [J].
FUCHIKAMI, T .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1984, 42 (09) :775-785
[7]   BRASSINOLIDE, A PLANT GROWTH-PROMOTING STEROID ISOLATED FROM BRASSICA-NAPUS POLLEN [J].
GROVE, MD ;
SPENCER, GF ;
ROHWEDDER, WK ;
MANDAVA, N ;
WORLEY, JF ;
WARTHEN, JD ;
STEFFENS, GL ;
FLIPPENANDERSON, JL ;
COOK, JC .
NATURE, 1979, 281 (5728) :216-217
[8]  
IDLER DR, 1957, J AM CHEM SOC, V79, P1988
[9]   TRIFLUOROACETYLTRIPHENYLSILANE AS A POTENTIALLY USEFUL FLUORINE-CONTAINING BUILDING BLOCK - PREPARATION AND ITS TRANSFORMATION INTO 2,2-DIFLUORO ENOL SILYL ETHERS [J].
JIN, FQ ;
JIANG, BA ;
XU, YY .
TETRAHEDRON LETTERS, 1992, 33 (09) :1221-1224
[10]  
KOBAYASHI Y, 1982, CHEM PHARM BULL, V30, P4297