Preparation of 1,2- and 1,4-diols via selective cleavage of C-benzotriazole bonds in reductive lithiations of N-(α-alkoxy-benzyl- and -allyl-)benzotriazoles
Tetrahedron Letters(1998)
Abstract
Selective cleavage of C-benzotriazole bonds in the presence of CO bonds is reported for the reductive lithiation of N-(α-alkoxybenzyl)benzotriazoles and N-(α-alkoxyallyl)benzotriazoles in a one-step or two-step process. Trapping of the intermediates with carbonyl compounds gave unsymmetrically protected 1,2 or 1,4-diols in moderate yields.
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Key words
diols,carbanions,lithium compounds
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