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

[41] Xylenes Alkylation with 2-(1-Adamantylimino)-5-methyl-1,3-oxathiolane
A.K. Shiryaev
I.Yu. Kryslov
I.K. Moiseev
Russian Journal of Organic Chemistry, 2001, 37 : 601 - 602
[42] Xylenes alkylation with 2-(1-adamantylimino)-5-methyl-1,3-oxathiolane
Shiryaev, AK
Kryslov, IY
Moiseev, IK
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (04) : 601 - 602
[43] Microwave-assisted one-pot synthesis of 2-nitroalkylidene-1,3-oxathiolane derivatives
Samzadeh-Kermani, Alireza
JOURNAL OF SULFUR CHEMISTRY, 2016, 37 (01) : 105 - 113
[44] SYNTHESIS OF 1,3-OXATHIOLANE DERIVATIVES AS NOVEL PRECURSORS OF 2',3'-DIDEOXY-3'-OXA-4'-THIORIBONUCLEOSIDES
NOKAMI, J
RYOKUME, K
INADA, J
TETRAHEDRON LETTERS, 1995, 36 (34) : 6099 - 6100
[45] Structure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxides
Aitken, R. Alan
Henderson, Sarah
Slawin, Alexandra M. Z.
JOURNAL OF SULFUR CHEMISTRY, 2018, 39 (04) : 422 - 434
[46] Synthesis of Optically Active Oxazoline Derivatives via Catalytic Asymmetric Desymmetrization of 1,3-Diols
Tsuda, Yutaro
Kuriyama, Masami
Onomura, Osamu
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (09) : 2481 - 2483
[47] CHOLINERGIC COMPOUNDS .14. SYNTHESIS OF CIS-2-METHYL-5-DIMETHYLAMINOMETHYL-1,3-OXATHIOLANE METHIODIDE
PIGINI, M
GIANNELLA, M
GUALTIERI, F
SYNTHETIC COMMUNICATIONS, 1980, 10 (10) : 725 - 732
[48] Thermus thermophilus Nucleoside Phosphorylases Active in the Synthesis of Nucleoside Analogues
Almendros, Marcos
Berenguer, Jose
Sinisterra, Jose-Vicente
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2012, 78 (09) : 3128 - 3135
[49] Synthesis and antimicrobial activity of novel 1,3-oxazolidine nucleoside analogues
Sriharsha, S. N.
Shashikanth, Sheena
HETEROCYCLIC COMMUNICATIONS, 2006, 12 (3-4) : 213 - 218
[50] Synthesis and biological evaluation of 1,3-oxathiolane 5-azapyrimidine, 6-azapyrimidine, and fluorosubstituted 3-deazapyrimidine nucleosides
Liu, MC
Luo, MZ
Mozdziesz, DE
Lin, TS
Dutschman, GE
Gullen, EA
Cheng, YC
Sartorelli, AC
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2000, 19 (03): : 603 - 618

← 1 2 3 4 5 →