A problem solving approach for the diastereoselective synthesis of (5′S)- and (5′R)-5′,8-cyclopurine lesions

被引：9

作者：

Chatgilialoglu, Chryssostomos ^{[1
,2
]}

Ferreri, Carla ^{[1
]}

Masi, Annalisa ^{[1
]}

Sansone, Anna ^{[1
]}

Terzidis, Michael A. ^{[1
]}

Tsakos, Michail ^{[1
,3
]}

机构：

[1] CNR, Ist Sintesi Organ & Fotoreattivita, I-40129 Bologna, Italy

[2] NCSR Demokritos, Inst Nanosci & Nanotechnol, GR-15310 Athens, Greece

[3] Univ Athens, Dept Chem, Lab Organ Chem, Athens 15771, Greece

来源：

Organic Chemistry Frontiers | 2014年 / 1卷 / 06期

关键词：

DNA LESIONS; RADICAL CYCLIZATION; (5'R)-5'; 8-CYCLO-2'-DEOXYGUANOSINE; (5'S)-5'; GENERATION;

D O I：

10.1039/c4qo00133h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short, efficient and high-yielding approach for the diastereoselective syntheses of the four (5'S)- and (5'R)-5',8-cyclopurine lesions and their phosphoramidites has been developed. The intermediates prepared by these synthetic pathways provide an easy access to those modified nucleosides that constitute an important molecular library for recognition of DNA damage. With respect to previous synthesis, the key methodologies for cyclization steps and phosphoramidite synthesis were ameliorated.

引用

页码：698 / 702

页数：5

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