Regioselectivity in the reductive ring-opening reaction of 1,2-O-benzylidene sugars
โ Scribed by Katsuhiko Suzuki; Hisato Nonaka; Masanori Yamaura
- Book ID
- 104253008
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 89 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Regioselectivity in the ring-opening reaction of 1,2-O-benzylidene sugars was studied. In the reductive ring-opening reaction of 1,2-O-benzylidene derivatives, only a C O1 bond was cleaved in the case of manno-type, but both the C O1 and C O2 bonds were cleaved in the case of gluco-type.
๐ SIMILAR VOLUMES
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.