An expeditious route to carbocyclic nucleosides: (-)-aristeromycin and (-)-carbodine

被引：33
作者：
Burlina, F
Favre, A
Fourrey, JL
Thomas, M
机构：
[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
[2] CNRS,INST JACQUES MONOD,F-75251 PARIS 05,FRANCE
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 03期
关键词：
D O I：
10.1016/S0960-894X(96)00619-1
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The readily available bicyclic lactone (-)-1 was transformed into diacetate (-)-2 which served in an expeditious route to (-)-aristeromycin (3a) and (-)-carbodine (3b) in acceptable yields. (C) 1997, Elsevier Science Ltd.
引用
收藏
页码：247 / 250
页数：4
相关论文
共 31 条
[1]   SYNTHESIS OF CARBOCYCLIC NUCLEOSIDES [J].
AGROFOGLIO, L ;
SUHAS, E ;
FARESE, A ;
CONDOM, R ;
CHALLAND, SR ;
EARL, RA ;
GUEDJ, R .
TETRAHEDRON, 1994, 50 (36) :10611-10670
[2]   ADVANCES IN THE SYNTHESIS OF OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH [J].
BEAUCAGE, SL ;
IYER, RP .
TETRAHEDRON, 1992, 48 (12) :2223-2311
[3]   THE SYNTHESIS OF MODIFIED OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH AND THEIR APPLICATIONS [J].
BEAUCAGE, SL ;
IYER, RP .
TETRAHEDRON, 1993, 49 (28) :6123-6194
[4]   CONVENIENT CHEMICAL RESOLUTION OF A BICYCLIC HYDROXYLACTONE OF SYNTHETIC INTEREST [J].
BURLINA, F ;
CLIVIO, P ;
FOURREY, JL ;
RICHE, C ;
THOMAS, M .
TETRAHEDRON LETTERS, 1994, 35 (44) :8151-8152
[5]  
BURLINA F, 1996, J CHEM SOC CHEM COMM, P1623
[6]   ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES [J].
CONSIGLIO, G ;
WAYMOUTH, RM .
CHEMICAL REVIEWS, 1989, 89 (01) :257-276
[7]   EXPEDITIOUS ENANTIOSELECTIVE SYNTHESIS OF CARBOCYCLIC NUCLEOSIDES WITH ANTILEISHMANIAL ACTIVITY [J].
DASILVA, AD ;
COIMBRA, ES ;
FOURREY, JL ;
MACHADO, AS ;
ROBERTGERO, M .
TETRAHEDRON LETTERS, 1993, 34 (42) :6745-6748
[8]   ANTISENSE OLIGONUCLEOTIDES [J].
DEMESMAEKER, A ;
HANER, R ;
MARTIN, P ;
MOSER, HE .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (09) :366-374
[9]   ISOMERIZATION OF (PI-ALLYL)PALLADIUM COMPLEXES VIA NUCLEOPHILIC DISPLACEMENT BY PALLADIUM(0) - A COMMON MECHANISM IN PALLADIUM(0)-CATALYZED ALLYLIC SUBSTITUTION [J].
GRANBERG, KL ;
BACKVALL, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (17) :6858-6863
[10]   PD(0)-CATALYZED ALLYLIC ALKYLATION IN THE SYNTHESIS OF (+/-)-CARBOVIR [J].
GUNDERSEN, LL ;
BENNECHE, T ;
UNDHEIM, K .
TETRAHEDRON LETTERS, 1992, 33 (08) :1085-1088
1234