A practical, versatile difluorovinylcopper reagent

被引:27
作者
Crowley, PJ
Howarth, JA
Owton, WM
Percy, JM
Stansfield, K
机构
[1] UNIV BIRMINGHAM,SCH CHEM,BIRMINGHAM B15 2TT,W MIDLANDS,ENGLAND
[2] ZENECA AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND
[3] LILLY RES CTR LTD,WINDLESHAM GU20 6PH,SURREY,ENGLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/0040-4039(96)01179-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transmetallation of an alpha-lithio-beta,beta-difluoroenol carbamate with a CuX(3)Li(2) (2LiC.Cul) produced a vinylcopper reagent that was thermally stable and reacted with activated haloalkanes and acid chlorides in moderate to high yield extending considerably the scope of building block chemistry available from trifluoroethanol. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5975 / 5978
页数:4
相关论文
共 12 条
[1]  
ALEXAKIS A, 1991, J AM CHEM SOC, V113, P6322
[2]   FLUORINATED ORGANOMETALLICS - VINYL, ALKYNYL, ALLYL, BENZYL, PROPARGYL AND ARYL FLUORINATED ORGANOMETALLIC REAGENTS IN ORGANIC-SYNTHESIS [J].
BURTON, DJ ;
YANG, ZY ;
MORKEN, PA .
TETRAHEDRON, 1994, 50 (10) :2993-3063
[3]  
GILLET JP, 1986, SYNTHESIS-STUTTGART, P538
[4]   NEW FLUORINE-CONTAINING BUILDING-BLOCKS FROM TRIFLUOROETHANOL .2. [J].
HOWARTH, JA ;
OWTON, WM ;
PERCY, JM ;
ROCK, MH .
TETRAHEDRON, 1995, 51 (37) :10289-10302
[5]   REACTION OF 2,2-DIFLUOROVINYL KETONES WITH HETEROATOM NUCLEOPHILES - A GENERAL ONE-POT SYNTHESIS OF ALPHA-OXOKETENE ACETALS [J].
ICHIKAWA, J ;
KOBAYASHI, M ;
YOKOTA, N ;
NODA, Y ;
MINAMI, T .
TETRAHEDRON, 1994, 50 (40) :11637-11646
[6]   FLUORINATED VINYL CARBAMATES AND CARBAMOYLOXY ALLYLSILANES - ALPHA-METALATION, ORGANOLITHIUM ADDITION-ELIMINATION, AND FLUORIDE-MEDIATED ELECTROPHILIC REACTIVITY PATTERNS [J].
LEE, J ;
TSUKAZAKI, M ;
SNIECKUS, V .
TETRAHEDRON LETTERS, 1993, 34 (03) :415-418
[7]  
LEY SV, 1992, SYNTHESIS-STUTTGART, P52
[8]   [2,3]-Wittig rearrangements of difluoroallylic ethers. A facile entry to highly functionalized molecules containing a CF2 group [J].
Patel, ST ;
Percy, JM ;
Wilkes, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (01) :166-173
[9]  
PERCY JM, 1995, CONTEMP ORG SYNTH, V4, P251
[10]   CUX(3)LI(2)-CATALYZED CONJUGATE ADDITION OF DIALKYLMAGNESIUM REAGENTS TO ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS [J].
REETZ, MT ;
KINDLER, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (21) :2509-2510