Sugar intermediates 4-C-methyl-2,3,5-tri-O-benzyl-D-ribofuranose (8b) and 4-C-methyl-2,3,5-tri-O-benzyl-L-lyxofuranose (8a) were synthesized by addition of alkylithium reagents to pentanones 3a,b. The nucleophilic additions proceeded with good stereoselectivity and good yields to give the titled com
Unexpected C3 arylation of 3,4,6-tri-O-methyl-2-C-formylglycals : a simple route to 3-C-arylhexoses
✍ Scribed by C. Booma; K.K. Balasubramanian
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 256 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Unusual regiochemistry IR the nucleophilic reaction of substrtuted 2-C-formylglycals w&h phenols unaer Lewis acid catalysis leading to 3-C-arylhexoses 1s reported.
📜 SIMILAR VOLUMES
A short, novel synthesis of the title ring system is descibed involving the intramolecular reaction of an amide dianion with a ninile followed by in siru N-alkylation of the resultant intermediate. We recently required gram quantities of the unknown compound, 3,4,5,6\_tetrahydropyrido[3,2clquinolin
A simple one-pot procedure for the conversion of 2-hydroxy-2-(2 0 -hydroxy-aryl)-1,3-indanediones to 4substituted benzoxazinones has been developed. The process constitutes an interesting acid-catalyzed rearrangement followed by condensation with hydroxylamine.