Intramolecular-Prins-cyclization: a novel synthesis of hexahydro-2H-furo[3,2-c]pyran derivatives

Yadav, J. S. ; Pawan Chakravarthy, P. ; Borkar, Prashant ; Subba Reddy, B. V. ; Sarma, A. V. S. (2009) Intramolecular-Prins-cyclization: a novel synthesis of hexahydro-2H-furo[3,2-c]pyran derivatives Tetrahedron Letters, 50 (44). pp. 5998-6000. 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.2009.08.023

Abstract

p-Toluenesulfonic acid is found to catalyze the coupling of (Z)-hex-3-ene-1,6-diol with a series of aldehydes by means of intramolecular-Prins-cyclization to provide the corresponding hexahydro-2H-furo[3,2-c]pyran derivatives in good yields with complete cis-selectivity, whereas the coupling of (E)-hex-3-ene-1,6-diol with aliphatic aldehydes gave trans-fused bicyclic furopyrans.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Brønsted Acids; Intramolecular-Prins-cyclization; Angularly Fused Furopyrans
ID Code:58794
Deposited On:02 Sep 2011 03:36
Last Modified:02 Sep 2011 03:36

Repository Staff Only: item control page