Asymmetric synthesis of optically active 1,3-oxathiolane nucleoside analogues

被引：4

作者：

Caputo, R ^{[1
]}

Guaragna, A ^{[1
]}

Palumbo, G ^{[1
]}

Pedatella, S ^{[1
]}

机构：

[1] Univ Naples Federico II, Dept Organ & Biol Chem, I-80134 Naples, Italy

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 1998年 / 17卷 / 9-11期

关键词：

D O I：

10.1080/07328319808004709

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A ready asymmetric synthesis of 3'-oxa-4'-thionucleosides has been accomplished in three main steps from benzoyloxyethanal. The synthesis is characterized by high overall yield and appreciable enantiomeric excesses. It represents a general synthetic scheme to prepare a wide range of heterosubstituted sulfur-containing nucleoside analogues.

引用

页码：1739 / 1745

页数：7

共 50 条

[31] EUDISMIC ANALYSIS OF A SERIES OF MUSCARINIC LIGANDS CARRYING A 1,3-OXATHIOLANE NUCLEUS
GUALTIERI, F
ROMANELLI, MN
TEODORI, E
CHIRALITY, 1990, 2 (02) : 79 - 84
[32] 1,3-OXATHIOLANE SYNTHESIS - SPIROCYCLIC 1,3-OXATHIOLANES FROM THE LEWIS-ACID-CATALYZED REACTION OF CYCLIC TRITHIOCARBONATES AND OXIRANES
OREMUS, V
LINDEN, A
HEIMGARTNER, H
HELVETICA CHIMICA ACTA, 1991, 74 (07) : 1500 - 1510
[33] Synthesis of a Novel Class of 1,3-oxathiolane Nucleoside Derivatives of T-705 and Evaluation of Their Anti-influenza A Virus and Anti-HIV Activity
Han, Mingming
Zhao, Xu
Wu, Xuedong
Huang, Wei
Li, Xingzhou
Yu, Fang
MEDICINAL CHEMISTRY, 2018, 14 (06) : 595 - 603
[34] Asymmetric Synthesis of Cyclohexene Nucleoside Analogues
Dalencon, Sylvain
Youcef, Ramzi Ait
Pipelier, Muriel
Maisonneuve, Vincent
Dubreuil, Didier
Huet, Francois
Legoupy, Stephanie
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (19): : 8059 - 8063
[35] Synthesis of Novel 1,3-Dioxolane Nucleoside Analogues
蔡冬梅
林昆华
李明宗
温集武
李鸿艳
尤田耙
Chinese Journal of Chemistry, 2004, (12) : 1425 - 1431
[36] Synthesis of novel 1,3-dioxolane nucleoside analogues
Cai, DM
Lin, KH
Li, MZ
Wen, JW
Li, HY
You, TP
CHINESE JOURNAL OF CHEMISTRY, 2004, 22 (12) : 1425 - 1431
[37] ASYMMETRIC-SYNTHESIS AND BIOLOGICAL EVALUATION OF BETA-L-(2R,5S)-1,3-OXATHIOLANE AND ALPHA-L-(2R,5R)-1,3-OXATHIOLANE PYRIMIDINE AND PURINE NUCLEOSIDES AS POTENTIAL ANTI-HIV AGENTS
JEONG, LS
SCHINAZI, RF
BEACH, JW
KIM, HO
NAMPALLI, S
SHANMUGANATHAN, K
ALVES, AJ
MCMILLAN, A
CHU, CK
MATHIS, R
JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (02) : 181 - 195
[38] Synthesis of cis-(±)-2-Hydroxymethyl-5-(Cytosine-1'-yl)-1,3-Oxathiolane (BCH-189)
Ji Zhen LI
Chinese Chemical Letters, 2001, (06) : 487 - 488
[39] ASYMMETRIC-SYNTHESIS OF OPTICALLY-ACTIVE TRICARBONYLIRON COMPLEXES OF 1,3-DIENES
BIRCH, AJ
RAVERTY, WD
STEPHENSON, GR
TETRAHEDRON LETTERS, 1980, 21 (02) : 197 - 200
[40] Synthesis of cis-(±)-2-hydroxymethyl-5-(cytosine-1′-yl)-1,3-oxathiolane (BCH-189)
Li, JZ
Qiu, XP
Gao, LX
Ding, MX
CHINESE CHEMICAL LETTERS, 2001, 12 (06) : 487 - 488

← 1 2 3 4 5 →