Yadav, J. S. ; Subba Reddy, B. V. ; Srinivas Reddy, A. ; Suresh Reddy, Ch. ; Satyanarayana Raju, S. (2009) Highly diastereoselective allylation of lactols and their ethers using molecular iodine Tetrahedron Letters, 50 (48). pp. 6631-6634. 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.2009.09.025
Abstract
Lactols and their ethers undergo smooth allylation with allyltrimethylsilane in the presence of 5 mol % iodine in dichloromethane at -78 °C to afford C-allylfuranosides in good yields and with high diastereoselectivity. The use of iodine makes this method simple, convenient and practical. This is the first report on the allylation of lactols with allyltrimethylsilane using molecular iodine as a catalyst. Enhanced diastereoselectivity is the key feature of this protocol.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Iodine; Allylation; Lactols; C-allylfuranosides |
| ID Code: | 58767 |
| Deposited On: | 02 Sep 2011 03:36 |
| Last Modified: | 02 Sep 2011 03:36 |
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