Sc(OTf)3-catalyzed sugar based tandem ene-Prins cyclization: a novel synthesis of hexahydro-2H-furo[3,2-b]pyranopyran scaffolds

Subba Reddy, B. V. ; Ganesh, A. V. ; Siva Krishna, A. ; Narayana Kumar, G. G. K. S. ; Yadav, J. S. (2011) Sc(OTf)3-catalyzed sugar based tandem ene-Prins cyclization: a novel synthesis of hexahydro-2H-furo[3,2-b]pyranopyran scaffolds Tetrahedron Letters, 52 (26). pp. 3342-3344. 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.2011.04.077

Abstract

Ttandem ene-Prins cyclization between an aldehyde and an olefin tethered sugar aldehyde has been achieved using a catalytic amount of scandium triflate (10 mol %) at ambient temperature to give a novel series of sugar annulated pyranopyran derivatives in good yields with high selectivity. This is the first report on sugar based ene-Prins cyclization between an aldehyde and O-prenyl derivative of a sugar aldehyde.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:D-glucose; Ene-Prins Cyclization; Sugar Annulated Heterocycles; Metal Triflate
ID Code:58881
Deposited On:02 Sep 2011 03:43
Last Modified:02 Sep 2011 03:43

Repository Staff Only: item control page