ISSN : 0970 - 020X, ONLINE ISSN : 2231-5039
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Abstract

Bicl3: A Versatile Catalyst for the Tetrahydropyranylation and Depyranylation of 1°,2°,3°,Allylic,Benzylic Alcohols, and Symmetric Diols

T. Vijaya Durga1, K. Bala Murali Krishna1, M. Baby ramana1, M. Shantha Kumari2, K. Vijay3 and B. Hari Babu1

DOI : http://dx.doi.org/10.13005/ojc/330260


Abstract:

Bismuth trichloride as mild reagent, has been found to be a worthful catalyst for  tetrahydropyranylation of 1º, 2 º, 3º, allylic, benzylic alcohols, and symmetric di-ols. At room temperature the reagent THP(3,4–dihydro-2H-pyran) was successfully employed as pyranylating agent in presence of BiCl3 catalyst without the use of a solvent and the yields of the products were found to be 90-96%. Further, the depyranylation of alcohols was achieved in quantitative yield by simple addition of MeOH using the same catalyst. The developed method was showed good chemo-selectivity in symmetrical diols  for mono THP protection.

Keywords:

Bismuth trichloride; tetrahydropyranylation; depyranylation; alcohols; symmetrical diols

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