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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