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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

✍ Scribed by Alan R. katritzky; Weiliang Bao; Ming Qi; Clara N. Fali; Indra Prakash

Book ID: 104259768
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 170 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)01390-2

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✦ Synopsis

Selective cleavage of C-benzotriazole bonds in the presence of C-O bonds is reported for the reductive lithiation of N-(ct-alkoxybenzyl)benzotriazoles and N-(a-alkoxyallyl)benzotriazoles in a onestep 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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