SYNTHESIS OF 3,3-DIFLUORO-2-AZETIDINONES AND 2,3-DIDEOXY-2,2-DIFLUORO-3-AMINO-SUGARS THROUGH THE REFORMATSKY REACTION OF DIFLUOROACETATE WITH IMINE

被引:118
作者
TAGUCHI, T
KITAGAWA, O
SUDA, Y
OHKAWA, S
HASHIMOTO, A
IITAKA, Y
KOBAYASHI, Y
机构
[1] TOKYO COLL PHARM,1432-1 HORINOUCHI,HACHIOJI,TOKYO 19203,JAPAN
[2] UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 102,JAPAN
关键词
D O I
10.1016/S0040-4039(00)80740-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:5291 / 5294
页数:4
相关论文
共 19 条
[1]   METHYL 3,4-DI-O-ACETYL-2-DEOXY-2(R)-[1H,3H-2,4-DIOXO-1-PYRIMIDINYL]-2-FLUORO-BETA-D-ARABINOPYRANOSIDE - NOVEL NUCLEOSIDE ANALOGS VIA CONDENSATION OF GEM-2,2-DIFLUORO METHYL GLYCOSIDES WITH SILYLATED HETEROCYCLIC BASES [J].
AN, SH ;
BOBEK, M .
TETRAHEDRON LETTERS, 1986, 27 (28) :3219-3222
[2]   SYNTHESIS OF (S)-2-FLUORO-L-DAUNOSAMINE AND (S)-2-FLUORO-D-RISTOSAMINE [J].
BAER, HH ;
JAWORSKASOBIESIAK, A .
CARBOHYDRATE RESEARCH, 1985, 140 (02) :201-214
[3]   STUDIES ON LACTAMS - BETA-LACTAM FORMATION BY ULTRASOUND-PROMOTED REFORMATSKY TYPE REACTION [J].
BOSE, AK ;
GUPTA, K ;
MANHAS, MS .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (02) :86-87
[4]  
CHEREST M, 1968, TETRAHEDRON LETT, P2199
[5]  
GILLMAN H, 1943, J AM CHEM SOC, V65, P2255
[6]   2,2-DIFLUORO-3-HYDROXYESTERS BY REFORMATSKII REACTION [J].
HALLINAN, EA ;
FRIED, J .
TETRAHEDRON LETTERS, 1984, 25 (22) :2301-2302
[7]  
HERTEL LW, 1985, Patent No. 4526988
[8]   (R)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE AND (S)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE IN STEREOSELECTIVE ORGANIC-SYNTHESIS [J].
JURCZAK, J ;
PIKUL, S ;
BAUER, T .
TETRAHEDRON, 1986, 42 (02) :447-488
[9]   THE CHEMISTRY OF ORTHO-SILYLATED KETENE ACETALS - DIASTEREOSELECTIVE ALDOL REACTION OF 2,3-O-ISOPROPYLIDENE-D (AND L)-GLYCERALDEHYDES LEADING TO 2-DEOXY-D (AND L)-RIBOSES [J].
KITA, Y ;
YASUDA, H ;
TAMURA, O ;
ITOH, F ;
KE, YY ;
TAMURA, Y .
TETRAHEDRON LETTERS, 1985, 26 (47) :5777-5780
[10]   KETENE SILYL ACETAL CHEMISTRY - DIASTEREOFACIAL SELECTIVITY OF 1,3-ADDITION OF CHIRAL NITRONES [J].
KITA, Y ;
TAMURA, O ;
ITOH, F ;
KISHINO, H ;
MIKI, T ;
KOHNO, M ;
TAMURA, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (12) :761-763