DIALLYL (LITHIODIFLUOROMETHYL)PHOSPHONATE - A NEW REAGENT FOR THE INTRODUCTION OF THE (DIFLUOROMETHYLENE)PHOSPHONATE FUNCTIONALITY

被引:60
作者
BERKOWITZ, DB
SLOSS, DG
机构
[1] Department of Chemistry, University of Nebraska-Lincoln, Lincoln
关键词
D O I
10.1021/jo00126a073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:7047 / 7050
页数:4
相关论文
共 40 条
[1]   SYNTHESIS OF THE (ALPHA,ALPHA-DIFLUOROALKYL)PHOSPHONATE ANALOG OF PHOSPHOSERINE [J].
BERKOWITZ, DB ;
SHEN, QR ;
MAENG, JH .
TETRAHEDRON LETTERS, 1994, 35 (35) :6445-6448
[2]   SYNTHESIS OF (ALPHA,ALPHA-DIFLUOROALKYL)PHOSPHONATES BY DISPLACEMENT OF PRIMARY TRIFLATES [J].
BERKOWITZ, DB ;
EGGEN, M ;
SHEN, Q ;
SLOSS, DG .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (23) :6174-6176
[3]  
BLACKBURN GM, 1985, J CHEM RES-S, P92
[4]   STUDIES ON SELECTED TRANSFORMATIONS OF SOME FLUOROMETHANEPHOSPHONATE ESTERS [J].
BLACKBURN, GM ;
BROWN, D ;
MARTIN, SJ ;
PARRATT, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (01) :181-186
[5]   SYNTHESIS OF 4-PHOSPHONO(DIFLUOROMETHYL)-D, L-PHENYLALANINE AND N-BOC AND N-FMOC DERIVATIVES SUITABLY PROTECTED FOR SOLID-PHASE SYNTHESIS OF NONHYDROLYZABLE PHOSPHOTYROSYL PEPTIDE ANALOGS [J].
BURKE, TR ;
SMYTH, MS ;
OTAKA, A ;
ROLLER, PP .
TETRAHEDRON LETTERS, 1993, 34 (26) :4125-4128
[6]   NONHYDROLYZABLE PHOSPHOTYROSYL MIMETICS FOR THE PREPARATION OF PHOSPHATASE-RESISTANT SH2 DOMAIN INHIBITORS [J].
BURKE, TR ;
SMYTH, MS ;
OTAKA, A ;
NOMIZU, M ;
ROLLER, PP ;
WOLF, G ;
CASE, R ;
SHOELSON, SE .
BIOCHEMISTRY, 1994, 33 (21) :6490-6494
[7]   POTENT INHIBITION OF INSULIN-RECEPTOR DEPHOSPHORYLATION BY A HEXAMER PEPTIDE-CONTAINING THE PHOSPHOTYROSYL MIMETIC F(2)PMP [J].
BURKE, TR ;
KOLE, HK ;
ROLLER, PP .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1994, 204 (01) :129-134
[8]  
BURKE TR, 1994, J ORG CHEM, V59, P1336
[9]   SYNTHESIS AND APPLICATION OF BIS-SILYLETHYL-DERIVED PHOSPHATE-PROTECTED FMOC-PHOSPHOTYROSINE DERIVATIVES FOR PEPTIDE-SYNTHESIS [J].
CHAO, HG ;
BERNATOWICZ, MS ;
REISS, PD ;
MATSUEDA, GR .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (22) :6687-6691
[10]   N,N-DIISOPROPYL-BIS[2-(TRIMETHYLSILYL)ETHYL]PHOSPHORAMIDITE - AN ATTRACTIVE PHOSPHITYLATING AGENT COMPATIBLE WITH THE FMOC/T-BUTYL STRATEGY FOR THE SYNTHESIS OF PHOSPHOTYROSINE-CONTAINING PEPTIDES [J].
CHAO, HG ;
BERNATOWICZ, MS ;
KLIMAS, CE ;
MATSUEDA, GR .
TETRAHEDRON LETTERS, 1993, 34 (21) :3377-3380