High Yielding, Base Catalyzed C6 Regioselective Amination and N9 Alkylation in Purine Nucleotide

Regioselective Rhodium-Catalyzed Allylic Amination

Regioselective and enantiospecific rhodium-catalyzed allylic amination with thymine: synthesis of a new conformationally rigid nucleoside.

The regioselective and enantiospecific rhodium-catalyzed allylic amination of secondary allylic carbonates with N3-benzoyl thymine in conjunction with a stereoselective free radical cyclization provides a convenient method for the construction of a new conformationally rigid nucleoside.

Efficient base catalyzed alkylation reactions with aziridine electrophiles.

N-Mesitylene sulfonyl and N-tosyl aziridines have been identified as effective electrophiles in alkylation reactions of carbon acids catalyzed by the organic phosphorine base BEMP; yields of up to 99% for a range of pro-nucleophiles under mild reaction conditions are reported.

DNA-catalyzed reductive amination.

Deoxyribozymes are particular DNA sequences that have catalytic ability, analogous to protein enzymes as functional amino acid sequences. The discovery of natural RNA enzymes (ribozymes) spurred the search for artificial deoxyribozymes, which are identified by in vitro selection. Most deoxyribozyme-catalyzed reactions involve phosphodiester bond cleavage or ligation, although other reactions su...

Probing structural consequences of N9-alkylation in silver-adenine frameworks.

This communication explores the effect of varying substituent bulk at the N9 position of the adenine moiety and its effect in dictating the structural aspects of silver-adenine frameworks. While adenine alone or 9-benzyl substituted ligand afforded mono and dinuclear dimeric entities, n-propyl substitution at the N9 position results in the formation of a metallaquartet. Longer n-alkyl chains (h...