Subba Reddy, B. V. ; Muralikrishna, K. ; Yadav, J. S. ; Babu, N. Jagdeesh ; Sirisha, K. ; Sarma, A. V. S. (2015) Tandem Prins/Wagner/Ritter process for the stereoselective synthesis of (3-oxabicyclo[4.2.0]octanyl)amide and (1-(5-aryltetrahydrofuran-3-yl)cyclobutyl)amide derivatives Organic and Biomolecular Chemistry, 13 (19). pp. 5532-5536. ISSN 1477-0520
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Official URL: http://doi.org/10.1039/c5ob00031a
Related URL: http://dx.doi.org/10.1039/c5ob00031a
Abstract
Three-component coupling of aldehydes, vinylcyclopropyl carbinols, and nitriles in the presence of 10 mol% TMSOTf at −40 to 0 °C in dichloromethane affords a novel class of (3-oxabicyclo[4.2.0]octanyl)amides in high yields with excellent selectivity, whereas (1-vinylcyclobutyl)methanol provides the corresponding (1-(5-aryltetrahydrofuran-3-yl)cyclobutyl)amides under similar conditions. This is the first report on the synthesis of oxabicycles through a sequential Prins/Wagner/Ritter process.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to The Royal Society of Chemistry. |
| ID Code: | 135708 |
| Deposited On: | 10 Aug 2023 10:24 |
| Last Modified: | 10 Aug 2023 10:24 |
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