Preparative Organic Chemistry
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ChemInform Abstract: Dialkyl and Diaryl Boron Halides: Reductive Opening of Benzylidene Acetals.
First published: November 27, 1990
Abstract
The cleavage of benzylidene acetals is effectively performed by dimethyl- or diethylboron bromide followed by BH3.
ChemInform Abstract
The cleavage of benzylidene acetals is effectively performed by dimethyl- or diethylboron bromide followed by BH3. In the case of unsymmetrical acetals, e.g. (I), high selectivity towards the formation of primary alcohols is achieved. Ph2BBr2 leads to higher selectivity than Me2BBr. Protected sugars, e.g. (IV), thus can be selectively deprotected.
