Nucleic Acid Related Compounds. 76. Synthesis of 5'(E and Z)-Chloro-4',5'-didehydro-5'-deoxyadenosines via Chlorination and Thermolysis of Adenosine 5'-Sulfoxides. Mechanism-Based Inhibition of S-Adenosyl-L-homocysteine Hydrolase

Article abstract of DOI:10.1021/jo00053a022

Treatment of 2',3'-di-O-acetyl-5'-S-(4-methoxyphenyl)-5'-thioadenosine (1a), or its sulfoxides 2a(S_R) and 3a(S_S), with iodobenzene dichloride and potassium carbonate in acetonitrile resulted in formation of the 5'-chloro(and 5',5'-di