Basak, Amit ; Bisai, Shrabani (2005) A divergent chemoenzymatic route to an intermediate for nucleoside analogues Bioorganic & Medicinal Chemistry Letters, 15 (10). pp. 2625-2628. ISSN 0960-894X
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09608...
Related URL: http://dx.doi.org/10.1016/j.bmcl.2005.03.033
Abstract
Two regioisomeric isoxazoline monoacetates 1 and 2 were synthesized from the corresponding diacetate 3 via PPL or PLE catalyzed hydrolysis. With both the enzymes, the initial regioselectivity (~3-4:1) was offset by an intramolecular acyl transfer. In addition to a non-enzymatic catalysis for the acyl transfer, preliminary experiments do suggest a definite but minor role of enzyme for this intramolecular acyl transfer. Compounds 1 and 2 may serve as intermediates for nucleoside analogues.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Chemoenzymatic; Nucleoside; Cycloaddition; Hydrolysis; Regioselectivity |
| ID Code: | 1771 |
| Deposited On: | 05 Oct 2010 12:02 |
| Last Modified: | 05 Oct 2010 12:02 |
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