149796-49-6Relevant academic research and scientific papers
An efficient total synthesis of carbocyclic 2'-deoxyribonucleosides
Lang,Moser
, p. 1527 - 1540 (1994)
The present work describes a new and efficient method for the preparation of either racemic or enantiomerically pure carbocyclic 2'-deoxyribonucleosides 1. Key steps are the efficient assembly of the racemic carbocyclic 2'-deoxyribose core (±)-12, its enzymatic resolution, and a new approach to covalently link the purine and pyrimidine bases with the cyclopentane moiety via the cyclic sulfate (+)-19. This total synthesis of enantiomerically pure and racemic carbocyclic 2'-deoxyribonucleosides 1 represents one of the most efficient approaches reported to date. Starting from cyclopentadiene, the four carbocycles corresponding to the naturally occurring 2'-deoxyribonucleosides could be prepared in 12 steps and 9-12% overall yield. For the corresponding racemic compounds, 10 steps were used with overall yields between 22 and 30%.
The influence of protecting groups on lipase catalyzed transesterifications: Enzymatic resolution of racemic cis-1,3-cyclopentanediol derivatives
Henly,Elie,Buser,Ramos,Moser
, p. 2923 - 2926 (2007/10/02)
The enzyme catalyzed acetylation of racemic cis-1,3-cyclopentanediol derivatives (±)-2a-d in vinyl acetate is greatly influenced by the size of protecting groups at the additonal trans-4-hydroxymethyl function. The highest regio- and enantioselectives wer
