Yadav, J. S. ; Subba Reddy, B. V. ; Pratap Singh, Ashutosh ; Chaya, Dudhmal N. ; Chatterjee, Deepak ; Kunwar, A. C. (2010) First example of carbohydrate-based Prins cyclization: a novel class of sugar-annulated tetrahydropyrans Tetrahedron Letters, 51 (11). pp. 1475-1478. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2010.01.028
Abstract
The secondary homoallylic alcohol derived from d-glucose undergoes smooth coupling with aldehydes in the presence of molecular iodine under mild reaction conditions to produce 7-iodofurano[3,2-b]pyrans in good yields. This method is highly stereoselective, affording cis-tetrahydropyrans exclusively.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Prins Cyclization; Molecular Iodine; Oxabicycles; 7-iodofurano[3,2-b]pyrans |
| ID Code: | 58777 |
| Deposited On: | 02 Sep 2011 03:39 |
| Last Modified: | 02 Sep 2011 03:39 |
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