BH./Bu20T f is an effective reagent to reductively cleave 4,6-O-benzylidene acetals of various hexopyranosides to the corresponding 4-O-benzyl ethers. 4,6-O-Isopropylidene acetals can be similarly cleaved. Common protecting groups are stable to the reaction conditions.
โฆ LIBER โฆ
Regioselective ring opening of selected benzylidene acetals. A photochemically initiated reaction for partial deprotection of carbohydrates
โ Scribed by Binkley, Roger W.; Goewey, Gayle S.; Johnston, James C.
- Book ID
- 126915987
- Publisher
- American Chemical Society
- Year
- 1984
- Tongue
- English
- Weight
- 574 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0022-3263
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Ring-opening b-scission of monocyclic 2-phenyl-1,3-dioxan-2-yl radicals gives preferentially the more stabilised alkyl radical. However, analogous bicyclic radicals derived from two 4,6-O-benzylidene glucopyranosides afford primary radicals in preference to secondary radicals, a result that can be r