posted on 2014-07-03, 00:00authored byVivek
K. Sharma, Manish Kumar, Carl E. Olsen, Ashok K. Prasad
Novozyme-435-catalyzed efficient
regioselective acetylation
of one of the two diastereotopic hydroxymethyl functions
in 3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-d-ribofuranose
has been achieved. The enzymatic methodology has been successfully
utilized for convergent synthesis of bicyclic nucleosides (LNA monomers)
T, U, A, and C. Further, it has been demonstrated that Novozyme-435
can be used for 10 cycles of the acylation reaction without losing
selectivity and efficiency.