TMSI mediated Prins-type cyclization of ketones with homoallylic and homopropargylic alcohol: synthesis of 2,2-disubstituted-, spirocyclic-4-iodo-tetrahydropyrans and 5,6-dihydro-2H-pyrans

Sabitha, Gowravaram ; Bhaskar Reddy, K. ; Bhikshapathi, M. ; Yadav, J. S. (2006) TMSI mediated Prins-type cyclization of ketones with homoallylic and homopropargylic alcohol: synthesis of 2,2-disubstituted-, spirocyclic-4-iodo-tetrahydropyrans and 5,6-dihydro-2H-pyrans Tetrahedron Letters, 47 (16). pp. 2807-2810. 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.2006.02.094

Abstract

The Prins-type cyclization of ketones with homoallylic and homopropargylic alcohols in the presence of TMSI generated in situ from TMSCl and NaI produced 2,2-disubstituted- or spirocyclic-4-iodo-tetrahydropyrans and spirocyclic-4-iodo-5,6-dihydro-2H-pyrans in good yields. These iodopyrans are reported for the first time.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Prins Reaction; Ketones; Tetrahydropyrans; 5,6-dihydro-2H-pyrans; Homoallylic Alcohols; Homopropargylic Alcohols; TMSI
ID Code:58845
Deposited On:02 Sep 2011 03:22
Last Modified:02 Sep 2011 03:22

Repository Staff Only: item control page