NEW SYNTHESIS OF SUGAR, NUCLEOSIDE AND ALPHA-AMINO-ACID PHOSPHONATES

被引:36
|
作者
BARTON, DHR
GERO, SD
QUICLETSIRE, B
SAMADI, M
机构
[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
[2] TEXAS A&M UNIV SYST,DEPT CHEM,COLLEGE STN,TX 77843
关键词
PHOSPHONATES-THIOHYDROXAMIC ESTERS-RADICAL-DECARBOXYLATION-AZT;
D O I
10.1016/S0040-4020(01)88721-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photolysis of N-hydroxy-2-thiopyridone esters derived from uronic acids or alpha-amino acids in presence of vinyl phosphonate affords the corresponding phosphonate derivatives. A convenient route for the synthesis of the isostere of AZT-5' monophosphate is described.
引用
收藏
页码:1627 / 1636
页数:10
相关论文
共 50 条
  • [41] NITRITE AND ENVIRONMENT - NITROSATION OF ALPHA-AMINO-ACID DERIVATIVES
    BONNETT, R
    NICOLAIDOU, P
    [J]. HETEROCYCLES, 1977, 7 : 637 - 659
  • [42] SYNTHESIS OF ALPHA,ALPHA-DISUBSTITUTED ALPHA-AMINO-ACID AMIDES BY PHASE-TRANSFER CATALYZED ALKYLATION
    KAPTEIN, B
    BOESTEN, WHJ
    BROXTERMAN, QB
    SCHOEMAKER, HE
    KAMPHUIS, J
    [J]. TETRAHEDRON LETTERS, 1992, 33 (40) : 6007 - 6010
  • [43] STRUCTURE AND DEFORMATION OF A CROSSLINKED POLY (ALPHA-AMINO-ACID)
    SUGIE, T
    ANDERSON, JM
    HILTNER, PA
    [J]. BULLETIN OF THE AMERICAN PHYSICAL SOCIETY, 1979, 24 (03): : 378 - 379
  • [44] ASYMMETRIC SYNTHESIS OF ALPHA-AMINO-ACID DERIVATIVES BY ALKYLATION OF A CHIRAL SCHIFF-BASE
    YAMADA, S
    OGURI, T
    SHIOIRI, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (04) : 136 - 137
  • [45] REACTIONS OF ALPHA-AMINO-ACID DERIVATIVES WITH THIONYL CHLORIDE - APPLICATION TO A SYNTHESIS OF 7-ALPHA-METHOXYCEPHALOSPORINS
    SAITO, T
    HIRAOKA, T
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1977, 25 (04) : 784 - 791
  • [46] HIGH CHIRAL RECOGNITION IN ALPHA-AMINO-ACID AND ALPHA-AMINO-ESTER COMPLEXATION
    PEACOCK, SC
    CRAM, DJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (08) : 282 - 284
  • [47] STEREOSELECTIVE FORMATION OF ALPHA,ALPHA-DIAMINO ACID RESIDUE BY THE ADDITION OF L-ALPHA-AMINO ACID TO ALPHA-AMINO-ACID
    SHIN, CG
    OHMATSU, H
    SATO, Y
    YOSHIMURA, J
    [J]. CHEMISTRY LETTERS, 1981, (05) : 701 - 702
  • [48] TETRAHEDRON SYMPOSIA-IN-PRINT .33. ALPHA-AMINO-ACID SYNTHESIS - PREFACE
    ODONNELL, MJ
    [J]. TETRAHEDRON, 1988, 44 (17) : R8 - R8
  • [49] SYNTHESIS OF DIPEPTIDES BY THE PHOTOLYTIC COUPLING OF CHROMIUM AMINOCARBENE COMPLEXES WITH ALPHA-AMINO-ACID ESTERS
    MILLER, JR
    PULLEY, SR
    HEGEDUS, LS
    DELOMBAERT, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) : 5602 - 5607
  • [50] GENERATION OF ALPHA-AMINO-ACID HOMOENOLATE EQUIVALENTS - SYNTHESIS OF 3-SUBSTITUTED PROLINES
    MOSS, WO
    BRADBURY, RH
    HALES, NJ
    GALLAGHER, T
    [J]. TETRAHEDRON LETTERS, 1990, 31 (39) : 5653 - 5656