Highly regioselective 3-hydroxyalkylations of boron 4-methoxy-2furanolates: A new entry to 5-unsubstituted and 5-monosubstituted 3-acyl-4-O-methyl tetronates

Authors
Paintner, FF Allmendinger, L Bauschke, G
Citation
Ff. Paintner et al., Highly regioselective 3-hydroxyalkylations of boron 4-methoxy-2furanolates: A new entry to 5-unsubstituted and 5-monosubstituted 3-acyl-4-O-methyl tetronates, SYNTHESIS-S, (14), 2001, pp. 2113-2118
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
14
Year of publication
2001
Pages
2113 - 2118
Database
ISI
SICI code
0039-7881(200111):14<2113:HR3OB4>2.0.ZU;2-7
Abstract
Boron 4-methoxy-2-furanolates generated in situ from 5-unsubstituted and 5- monosubstituted 4-O-methyl tetronates undergo highly regioselective 3-hydro xyalkylations with aldehydes to give 5-unsubstituted and 5-monosubstituted 3-acyl-4-O-methyl tetronates, respectively, in good overall yields after ox idation of the intermediate alcohols with 2-iodoxybenzoic acid.