Title of article :
Chemical and Stereochemical Aspects of Oxidative Coupling of H-Phosphonateand H-Phosphonothioate Diesters. Reactions with N,N-, N,O-and O,O-Binucleophiles
Author/Authors :
Nilsson, Johan Stockholm University - Arrhenius Laboratory - Department of Organic Chemistry, Sweden , Kraszewski, Adam Polish Academy of Science - Institute of Bioorganic Chemistry, Poland , Stawinski, Jacek Stockholm University - Arrhenius Laboratory - Department of Organic Chemistry, Sweden , Stawinski, Jacek Polish Academy of Science - Institute of Bioorganic Chemistry, Poland
Abstract :
Efficient protocols for oxidative coupling of dinucleoside H-phosphonate and dinucleoside H-phosphonothioate diesters with 6-aminohexan-1-ol, hexane-1,6-diamine, and hexane-1,6-diol, promoted by iodine were developed. In the instance of coupling with O-nucleophiles, the presence of t-butyldiphenylsilyl chloride and excess of iodine during oxidative coupling were found to have beneficial effect for these reactions in terms of rates and purity of the formed products.
Keywords :
H , phosphonates , H , phosphonothioates , binucleophiles , oxidative coupling
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
