Shinde, Madhuri V ; Ople, Rohini S ; Sangtani, Ekta ; Gonnade, Rajesh ; Reddy, D Srinivasa (2015) Synthesis of novel N-cyclopentenyl-lactams using the Aubé reaction Beilstein Journal of Organic Chemistry, 11 . pp. 1060-1067. ISSN 1860-5397
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Official URL: http://doi.org/10.3762/bjoc.11.119
Related URL: http://dx.doi.org/10.3762/bjoc.11.119
Abstract
A novel and convenient method utilizing the Aubé reaction to access a new class of compounds that are similar to carbocyclic nucleosides is reported. The azido alcohol derived from Vince lactam undergoes the Aubé reaction with various cyclic ketones to give cyclopentenyl-substituted lactams. Upon dihydroxylation, this affords the N-cyclopentenyl-lactam compounds in racemic form. Given the numerous uses of nucleosides and related compounds, we were interested in the synthesis of carbocylic nucleoside mimics. The attempts and results are described herein.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to BioMed Central |
| ID Code: | 121947 |
| Deposited On: | 23 Jul 2021 09:38 |
| Last Modified: | 23 Jul 2021 09:38 |
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