Enantioselective preparation of 2',3'-dideoxynucleosides and their analogues from ring-expansion of cyclobutanones .2. Synthesis of 2',3'-dideoxyribosides and (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane

被引:35
作者
LeeRuff, E
Xi, FD
Qie, JH
机构
[1] Department of Chemistry, York University, Toronto
关键词
D O I
10.1021/jo9517151
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:1547 / 1550
页数:4
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共 29 条
[1]   A HIGHLY STEREOSELECTIVE SYNTHESIS OF ANTI-HIV 2',3'-DIDEOXYNUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES [J].
BEACH, JW ;
KIM, HO ;
JEONG, LS ;
NAMPALLI, S ;
ISLAM, Q ;
AHN, SK ;
BABU, JR ;
CHU, CK .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3887-3894
[2]   CHIROSPECIFIC SYNTHESIS OF (1S,3R)-1-AMINO-3-(HYDROXYMETHYL)CYCLOPENTANE, A PRECURSOR FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - INTRAMOLECULAR AZIRIDINE CYCLIZATIONS [J].
BERGMEIER, SC ;
LEE, WK ;
RAPOPORT, H .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (18) :5019-5022
[3]   CHIROSPECIFIC SYNTHESIS OF (1S,3R)-1-AMINO-3-(HYDROXYMETHYL)CYCLOPENTANE, PRECURSOR FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - DIECKMANN CYCLIZATION WITH AN ALPHA-AMINO-ACID [J].
BERGMEIER, SC ;
COBAS, AA ;
RAPOPORT, H .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (09) :2369-2376
[4]   SYNTHESIS OF CHIRAL CARBOCYCLIC NUCLEOSIDES [J].
BORTHWICK, AD ;
BIGGADIKE, K .
TETRAHEDRON, 1992, 48 (04) :571-623
[5]  
BOUMCHITA H, 1991, HETEROCYCLES, V32, P1785
[6]   NOVEL 6-ALKOXYPURINE 2',3'-DIDEOXYNUCLEOSIDES AS INHIBITORS OF THE CYTOPATHIC EFFECT OF THE HUMAN-IMMUNODEFICIENCY-VIRUS [J].
BURNS, CL ;
STCLAIR, MH ;
FRICK, LW ;
SPECTOR, T ;
AVERETT, DR ;
ENGLISH, ML ;
HOLMES, TJ ;
KRENITSKY, TA ;
KOSZALKA, GW .
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (03) :378-384
[7]  
CHOU TS, 1992, SYNTHESIS-STUTTGART, P565
[8]   SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF 6-SUBSTITUTED 2',3'-DIDEOXYPURINE NUCLEOSIDES AS POTENTIAL ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS AGENTS [J].
CHU, CK ;
ULLAS, GV ;
JEONG, LS ;
AHN, SK ;
DOBOSZEWSKI, B ;
LIN, ZX ;
BEACH, JW ;
SCHINAZI, RF .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (06) :1553-1561
[9]   ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].
DALE, JA ;
DULL, DL ;
MOSHER, HS .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&
[10]   ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS ACTIVITIES OF THE BETA-L ENANTIOMER OF 2',3'-DIDEOXYCYTIDINE AND ITS 5-FLUORO DERIVATIVE IN-VITRO [J].
GOSSELIN, G ;
SCHINAZI, RF ;
SOMMADOSSI, JP ;
MATHE, C ;
BERGOGNE, MC ;
AUBERTIN, AM ;
KIRN, A ;
IMBACH, JL .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1994, 38 (06) :1292-1297