NEW FLUORINE-CONTAINING BUILDING-BLOCKS FROM TRIFLUOROETHANOL .2.

被引:50
作者
HOWARTH, JA
OWTON, WM
PERCY, JM
ROCK, MH
机构
[1] UNIV BIRMINGHAM,SCH CHEM,BIRMINGHAM B15 2TT,W MIDLANDS,ENGLAND
[2] ELI LILLY & CO,LILLY RES CTR LTD,WINDLESHAM GU20 6PH,SURREY,ENGLAND
[3] FAC PHARM CHATENAY MALABRY,CNRS,BIOCIS,F-92296 CHATENAY MALABRY,FRANCE
关键词
D O I
10.1016/0040-4020(95)00588-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new fluorine containing acyl anion equivalent 1,1 -difluoro-2-lithio-2-[(N,N-diethylcarbamato)-ethene 9 has been prepared and trapped with a number of electrophiles in good yields. Transacylation of the first formed lithium alkoxides releases a difluoroenolate, affording difluoromethylketones upon work-up.
引用
收藏
页码:10289 / 10302
页数:14
相关论文
共 28 条
  • [1] ALLCOCK HR, 1982, ORGANOMETALLICS, V1, P1433
  • [2] ASHWORTH P, 1995, SYNTHESIS-STUTTGART, P199
  • [3] ALPHA-METHOXYVINYLLITHIUM AND RELATED METALATED ENOL ETHERS - PRACTICAL REAGENTS FOR NUCLEOPHILIC ACYLATION
    BALDWIN, JE
    HOFLE, GA
    LEVER, OW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (22) : 7125 - 7127
  • [4] BAO R, 1992, SYNLETT, P217
  • [5] BARBER C, 1991, SYNLETT, P197
  • [6] BARRETT AGM, 1990, ORG SYNTH, V68, P8
  • [7] BENNETT AJ, 1992, SYNLETT, P483
  • [8] MECHANISM AND SYNTHETIC UTILITY OF BORON-TRIFLUORIDE ETHERATE PROMOTED ORGANO-LITHIUM ADDITIONS
    EIS, MJ
    WROBEL, JE
    GANEM, B
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (12) : 3693 - 3694
  • [9] Hase T. A., 1987, UMPOLED SYNTHONS
  • [10] A SYNTHESIS OF TAXUSIN
    HOLTON, RA
    JUO, RR
    KIM, HB
    WILLIAMS, AD
    HARUSAWA, S
    LOWENTHAL, RE
    YOGAI, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (19) : 6558 - 6560