Yadav, J. S. ; Subba Reddy, B. V. ; Jayasudhan Reddy, Y. ; Phaneendra Reddy, Bh. ; Adinarayana Reddy, P. (2010) A novel Prins-alkynylation reaction for the synthesis of 4-phenacyl tetrahydropyrans Tetrahedron Letters, 51 (8). pp. 1236-1239. ISSN 0040-4039
Full text not available from this repository.
Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2009.12.117
Abstract
Aldehyde, homoallylic alcohol, and alkyne undergo smooth Prins-type cyclization in the presence of BF3·OEt2/CuCl (10 mol % each) in dichloromethane under mild reaction conditions to afford 4-phenacyl tetrahydropyran derivatives in good yields. This method is highly stereoselective, affording cis-tetrahydropyrans exclusively. The salient features of this method are high conversions, mild reaction conditions, short reaction times, high selectivity, and operational simplicity.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Prins-cyclization; BF3·OEt2; Alkynylation; Copper Acetylides; 4-phenyl Tetrahydropyrans |
| ID Code: | 58761 |
| Deposited On: | 02 Sep 2011 03:39 |
| Last Modified: | 02 Sep 2011 03:39 |
Repository Staff Only: item control page
