Microwave-assisted synthesis of dinucleoside analogues containing a thiazolidin-4-one linkage via one-pot tandem Staudinger/aza-Wittig/cyclization†
Xiaoliu Li,Xiaoyuan Zhang,Qingmei Yin,Zhanbin Qin,Hua Chen,Jinchao Zhang,Zhaipu Ma
Organic & Biomolecular Chemistry Pub Date : 05/17/2011 00:00:00 , DOI:10.1039/C1OB05675A
Abstract

Dinucleosides containing a thiazolidin-4-one linkage were prepared by one-pot tandem Staudinger/aza-Wittig/intermolecular cyclization under microwave irradiation and their structures were confirmed. Preliminary examination of HIV-RT inhibition showed that the dinucleosides containing (R)-thiazolidin-4-one linkage are significantly more active than those containing (S)-thiazolidin-4-one linkage.

Graphical abstract: Microwave-assisted synthesis of dinucleoside analogues containing a thiazolidin-4-one linkage via one-pot tandem Staudinger/aza-Wittig/cyclization