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
[1]   CYCLITOLS .21. BENZYL ETHERS OF MYOINOSITOL . AROMATISATION OF TOSYL DERIVATIVE OF A MYOINOSITOL [J].
ANGYAL, SJ ;
TATE, ME .
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (DEC) :6949-&
[2]   CONDURITOLS AND RELATED-COMPOUNDS [J].
BALCI, M ;
SUTBEYAZ, Y ;
SECEN, H .
TETRAHEDRON, 1990, 46 (11) :3715-3742
[3]   INOSITOL TRISPHOSPHATE AND CALCIUM SIGNALING [J].
BERRIDGE, MJ .
NATURE, 1993, 361 (6410) :315-325
[4]   INOSITOL LIPIDS AND CELL-PROLIFERATION [J].
BERRIDGE, MJ .
BIOCHIMICA ET BIOPHYSICA ACTA, 1987, 907 (01) :33-45
[5]  
CASTRO BR, 1983, ORG REACTIONS, V29, P1
[6]   STUDIES WITH TRIALKYLSILYLTRIFLATES - NEW SYNTHESES AND APPLICATIONS [J].
COREY, EJ ;
CHO, H ;
RUCKER, C ;
HUA, DH .
TETRAHEDRON LETTERS, 1981, 22 (36) :3455-3458
[7]  
GAREGG PJ, 1979, SYNTHESIS-STUTTGART, P469
[8]   NOVEL REAGENT SYSTEM FOR CONVERTING A HYDROXY-GROUP INTO AN IODO-GROUP IN CARBOHYDRATES WITH INVERSION OF CONFIGURATION [J].
GAREGG, PJ ;
SAMUELSSON, B .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (22) :978-980
[9]   DERIVATIVES OF 2,3,4,5,6-PENTA-O-BENZYL-MYO-INOSITOL [J].
GIGG, R ;
WARREN, CD .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (18) :2367-&
[10]   FLUORINATED CYCLITOLS - AN IMPROVED SYNTHESIS OF 5-DEOXY-5-FLUORO-MYO-INOSITOL, ITS DEUTERIUM LABELING, AND SYNTHESIS OF A 5,5-GEM-DIFLUORO ANALOG [J].
JIANG, C ;
SCHEDLER, DJA ;
MORRIS, PE ;
ZAYED, AHA ;
BAKER, DC .
CARBOHYDRATE RESEARCH, 1990, 207 (02) :277-285