PREPARATION OF 1,2-AND 1,4-DIOLS VIA SELECTIVE CLEAVAGE OF C-BENZOTRIAZOLE BONDS INREDUCTIVE LITHIATIONS OF N-(ALPHA-ALKOXY-BENZYL-)BENZOTRIAZOLES AND N-(ALPHA-ALKOXY-ALLYL-)BENZOTRIAZOLES

Authors
KATRITZKY AR BAO WL QI M FALI CN PRAKASH I
Citation
Ar. Katritzky et al., PREPARATION OF 1,2-AND 1,4-DIOLS VIA SELECTIVE CLEAVAGE OF C-BENZOTRIAZOLE BONDS INREDUCTIVE LITHIATIONS OF N-(ALPHA-ALKOXY-BENZYL-)BENZOTRIAZOLES AND N-(ALPHA-ALKOXY-ALLYL-)BENZOTRIAZOLES, Tetrahedron letters, 39(36), 1998, pp. 6437-6440
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
36
Year of publication
1998
Pages
6437 - 6440
Database
ISI
SICI code
0040-4039(1998)39:36<6437:PO11VS>2.0.ZU;2-8
Abstract
Selective cleavage of C-benzotriazole bonds in the presence of C-O bon ds is reported for the reductive lithiation of N-(alpha-alkoxybenzyl)b enzotriazoles and N-(alpha-alkoxyallyl)benzotriazoles in a one-step or two-step process. Trapping of the intermediates with carbonyl compoun ds gave unsymmetrically protected 1,2 or 1,4-diols in moderate yields. (C) 1998 Elsevier Science Ltd. All rights reserved.