Title of article
Catalytic Lewis acid phosphorylation with pyrophosphates
Author/Authors
Owen S. Fenton، نويسنده , , Emily E. Allen، نويسنده , , Kyle P. Pedretty، نويسنده , , Sean D. Till، نويسنده , , Joseph E. Todaro، نويسنده , , Bianca R. Sculimbrene، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
6
From page
9023
To page
9028
Abstract
We report a method for the Lewis acid catalyzed phosphorylation of alcohols with pyrophosphates. Ti(OtBu)4 was found to be the most effective catalyst in the phosphorylation of both primary and secondary alcohols with tetrabenzylpyrophosphate, providing conversions between 54% and >98% and isolated yields between 50% and 97%. Other pyrophosphates with orthogonal protecting groups were synthesized and screened to validate the generality of the approach. This study will describe how benzyl, methyl, ethyl, allyl, and o-nitrobenzyl pyrophosphates are all effective phosphorylating agents under Lewis acid catalysis.
Keywords
phosphorylation , Phosphates , Pyrophosphates , Alcohols , Catalytic
Journal title
Tetrahedron
Serial Year
2012
Journal title
Tetrahedron
Record number
1105074
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