HIGHLY REGIOSELECTIVE FUNCTIONALIZATION OF A CIS-1,2-DIOL IN THE MYOINOSITOL SERIES - APPLICATION TO THE SYNTHESIS OF 2-DEOXY-2-MERCAPTO-MYO-INOSITOL

被引:15
作者
GUIDOT, JP
LEGALL, T
机构
[1] CEA Saclay, Département de Biologie Cellulaire, Moléculaire Service des Molécules Marquées, 91191 Gif-sur-Yvette Cedex
关键词
D O I
10.1016/S0040-4039(00)60646-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 2-deoxy-2-mercapto-myo-inositol is described,via a highly regioselective functionalization of racemic 1,4,5,6-tetra-O-benzyl-myo-inositol.
引用
收藏
页码:4647 / 4650
页数:4
相关论文
共 20 条
[11]   SYNTHESIS OF DEOXY AND DEOXYHALOGENO ANALOGS OF MYOINOSITOL [J].
JIANG, C ;
MOYER, JD ;
BAKER, DC .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1987, 6 (03) :319-355
[12]   EFFICIENT SYNTHETIC ROUTES TO FLUORINATED ISOSTERES OF INOSITOL AND THEIR EFFECTS ON CELLULAR GROWTH [J].
KOZIKOWSKI, AP ;
FAUQ, AH ;
POWIS, G ;
MELDER, DC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4528-4531
[13]   SYNTHESIS OF [H-3] LABELED AND UNLABELED 2-DEOXY-2-FLUORO-MYO-INOSITOL AND 1-DEOXY-1-FLUORO-SCYLLO-INOSITOL FOR USE IN STUDIES OF THE PHOSPHOINOSITIDE CYCLE [J].
LOWE, G ;
MCPHEE, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (05) :1249-1253
[14]  
Michell R. H., 1989, INOSITOL LIPIDS CELL
[15]   SYNTHESIS OF SOME DEOXY-FLUORO ANALOGS OF MYOINOSITOL [J].
OFFER, JL ;
METCALFE, JC ;
SMITH, GA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (19) :1312-1313
[16]   CYCLITOL REACTIONS .4. SYNTHESIS OF ENANTIOMERIC CONDURITOLS AND AMINO-CONDURITOLS [J].
PAULSEN, H ;
ROBEN, W ;
HEIKER, FR .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (10) :3242-3252
[17]   CHEMOSELECTIVE BENZOYLATIONS OF 1,2-DIOLS - REACTIVITY COMPARISONS OF REAGENTS - TRIPHENYLPHOSPHINE BENZOYL PEROXIDE AND TRIPHENYLPHOSPHINE DIETHYL AZODICARBOXYLATE BENZOIC-ACID [J].
PAUTARD, AM ;
EVANS, SA .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10) :2300-2303
[18]   D-3-DEOXY-3-SUBSTITUTED MYOINOSITOL ANALOGS AS INHIBITORS OF CELL-GROWTH [J].
POWIS, G ;
AKSOY, IA ;
MELDER, DC ;
AKSOY, S ;
EICHINGER, H ;
FAUQ, AH ;
KOZIKOWSKI, AP .
CANCER CHEMOTHERAPY AND PHARMACOLOGY, 1991, 29 (02) :95-104
[19]   SIGNALING TARGETS FOR ANTICANCER DRUG DEVELOPMENT [J].
POWIS, G .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1991, 12 (05) :188-194
[20]  
PRAEFCKE K, 1987, LIEBIGS ANN CHEM, P645