Abstract
The C-6 unit of methyl alpha-D-galactopyranoside was selectively modified by combining enzymatic oxidation with an indium-mediated allylation reaction The Barbier-Grignard type reaction where a carbonyl group reacts with an allyl halide proceeds in aqueous solution even with water as the only solvent thus carbohydrates can be modified without the need for drying or protection-deprotection steps The corresponding homoallyl alcohols are produced in high yields of >90% in the reactions with allyl bromide and cinnamyl chloride The main products were Isolated and characterized by GC-MS and NMR spectroscopy (C) 2010 Elsevier Ltd All rights reserved
Original language | Undefined/Unknown |
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Pages (from-to) | 2610–2615 |
Number of pages | 6 |
Journal | Carbohydrate Research |
Volume | 345 |
Issue number | 18 |
DOIs | |
Publication status | Published - 2010 |
MoE publication type | A1 Journal article-refereed |
Keywords
- Allylation
- Aqueous media
- Indium mediated
- Methyl alpha-D-galactopyranoside