A SHORT, VERSATILE APPROACH TO POLYHYDROXYLATED PYRROLIDINES UTILIZING A REDUCTIVE ELIMINATION REDUCTIVE AMINATION AS A KEY STEP

被引:40
作者
BERNOTAS, RC
机构
[1] Merrell Bow Research Institute, Cincinnati, OH 45215
关键词
D O I
10.1016/0040-4039(90)87010-W
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of epimeric alpha-vinyl pyrrolidines starting from methyl 4,6-O-benzylidene gluco- and galactopyranosides gave ready access to hydroxylated pyrrolidines. © 1990.
引用
收藏
页码:469 / 472
页数:4
相关论文
共 16 条
[1]  
ANISUZZAMAN AKM, 1978, CARBOHYD RES, V61, P511
[2]   SYNTHESIS OF (+)-1,5-DIDEOXY-1,5-IMINO-D-GALACTITOL, A POTENT ALPHA-D-GALACTOSIDASE INHIBITOR [J].
BERNOTAS, RC ;
PEZZONE, MA ;
GANEM, B .
CARBOHYDRATE RESEARCH, 1987, 167 :305-311
[3]   EFFICIENT PREPARATION OF ENANTIOMERICALLY PURE CYCLIC AMINOALDITOLS, TOTAL SYNTHESIS OF 1-DEOXYNOJIRIMYCIN AND 1-DEOXYMANNOJIRIMYCIN [J].
BERNOTAS, RC ;
GANEM, B .
TETRAHEDRON LETTERS, 1985, 26 (09) :1123-1126
[4]   HIGHER-CARBON SUGARS - THE SYNTHESIS OF NEW OCTITOLS FROM D-GLUCOSE AND D-MANNOSE DERIVATIVES VIA OSMYLATION [J].
BRIMACOMBE, JS ;
KABIR, AKMS .
CARBOHYDRATE RESEARCH, 1987, 168 (01) :C5-C7
[5]   ON STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS - EMPIRICAL RULE [J].
CHA, JK ;
CHRIST, WJ ;
KISHI, Y .
TETRAHEDRON, 1984, 40 (12) :2247-2255
[6]   INHIBITION OF HIV REPLICATION BY AMINO-SUGAR DERIVATIVES [J].
FLEET, GWJ ;
KARPAS, A ;
DWEK, RA ;
FELLOWS, LE ;
TYMS, AS ;
PETURSSON, S ;
NAMGOONG, SK ;
RAMSDEN, NG ;
SMITH, PW ;
SON, JC ;
WILSON, F ;
WITTY, DR ;
JACOB, GS ;
RADEMACHER, TW .
FEBS LETTERS, 1988, 237 (1-2) :128-132
[8]  
HUMPHRIES MJ, 1986, CANCER RES, V46, P5215
[9]   SYNTHESIS OF 1,4-DIDEOXY-1,4-IMINO-D-GLUCITOL, A GLUCOSIDASE INHIBITOR [J].
KUSZMANN, J ;
KISS, L .
CARBOHYDRATE RESEARCH, 1986, 153 (01) :45-53
[10]   THE USE OF DIETHYL AZODICARBOXYLATE AND TRIPHENYLPHOSPHINE IN SYNTHESIS AND TRANSFORMATION OF NATURAL-PRODUCTS [J].
MITSUNOBU, O .
SYNTHESIS-STUTTGART, 1981, (01) :1-28