CARBOCYCLIC ANALOGS OF NUCLEOSIDES .2. SYNTHESIS OF 2',3'-DIDEOXY-5'-HOMONUCLEOSIDE ANALOGS

被引：69

作者：

JENNY, TF ^{[1
]}

HORLACHER, J ^{[1
]}

PREVISANI, N ^{[1
]}

BENNER, SA ^{[1
]}

机构：

[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1992年 / 75卷 / 06期

关键词：

D O I：

10.1002/hlca.19920750620

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A set of derivatives of cyclopentaneacetic acid cis-substituted at position 3 by nucleoside bases (both purines and pyrimidines) were prepared and characterized (see 11, 14, and 23a, b; Schemes 2-4). These molecules are carbocyclic analogs of 2',3'-dideoxy-5'-homonucleosides. In this synthesis, the skeleton was constructed from norbornanone and a novel method based on Mitsunobu chemistry used for the introduction of nucleoside-base substituents. The scope of this method was further explored via the preparation of a cyclobutyl analog of dideoxyguanosine (see 17, Scheme 3).

引用

页码：1944 / 1954

页数：11

共 48 条

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