Sabitha, Gowravaram ; Bhaskar Reddy, K. ; Kiran Kumar Reddy, G. S. ; Fatima, Narjis ; Yadav, J. S. (2005) TMSI-mediated Prins cyclization: diastereoselective synthesis of 4-iodo-2, 6-disubstituted tetrahydropyrans and synthesis of (±)-centrolobine Synlett, 2005 (15). pp. 2347-2351. ISSN 0936-5214
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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...
Related URL: http://dx.doi.org/10.1055/s-2005-872668
Abstract
The reaction of aldehydes with homoallyl alcohols in the presence of TMSI generated in situ from TMSCl and NaI produced 4-iodo-tetrahydropyrans in good yields as a mixture of diastereo- isomers, which are separated and characterized. These iodo pyrans are reported for the first time. This methodology was extended to the synthesis of (±)-centrolobine.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Thieme Medical Publishers. |
| Keywords: | Prins Reaction; Iodotetrahydropyrans; Homoallyl Alcohols; TMSI; (±)-centrolobine |
| ID Code: | 63055 |
| Deposited On: | 28 Sep 2011 03:23 |
| Last Modified: | 28 Sep 2011 03:23 |
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