Ramana, C. V. ; Mallik, Rosy ; Gonnade, Rajesh G. (2008) The influence of electronic factors on palladium-mediated cycloisomerization: A systematic investigation of competitive 5-exo-dig versus 6-endo-dig cyclizations of sugar alkynols Tetrahedron, 64 (1). pp. 219-233. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tet.2007.10.072
Abstract
Pd-mediated cycloisomerization of 3-C-alkynyl-allo- and ribofuranose derivatives was investigated in detail to understand the influence of electronic factors on the regioselectivity in ring closure reaction. The reactions in general are influenced by the electronic nature of the substituent on the alkyne unit. A preference for endo-dig cyclization over exo-dig is noted, if the alkynyl substituent is not sufficiently electron withdrawing.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Palladium; Cycloisomerization; C-Alkynyl Furanose; Spiroketal; Enol Ether |
| ID Code: | 106148 |
| Deposited On: | 01 Feb 2018 16:56 |
| Last Modified: | 01 Feb 2018 16:56 |
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