Synthesis of novel D-2′,3′-dideoxy-2′,3′-endo-methylene nucleosides

被引：28

作者：

Hong, JH ^{[1
]}

Chun, BK ^{[1
]}

Chu, CK ^{[1
]}

机构：

[1] Univ Georgia, Coll Pharm, Dept Med Chem, Athens, GA 30602 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 3-4期

关键词：

D O I：

10.1016/S0040-4039(97)10531-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric synthesis of D2',3'-dideoxy-2',3'-endo-methylene nucleosides was achieved via the intermediate 2,3-endo-methylene pentofuranoyl chloride 6, which was prepared from 1,2:5,6-Di-O-isopropylidene-D-mannitol 1 with high stereoselectivity (only a chlorosugar). The SN2 type condensation of 6 with sodium salt of adenine and silyated N-4-benzoylcytosine gave the desired beta-nucleosides as major isomers (beta:alpha = 2.5:1 and 2:1, respectively). (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：225 / 228

页数：4

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