Methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mamnofuranoside as a divergent intermediate for the synthesis of polyhydroxylated piperidines and pyrrolidines: synthesis of 2,5-dideoxy-2,5-imino-D-mannitol [2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine]
✍ Scribed by George W.J. Fleet; Paul W. Smith
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 657 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
5-Dcoxy-J,2-O-isopropylidene-S-C-(methoxyphenylphosphinyl)-~-O-~~thyl-n-D-ribofuranose (4) was prepared from 1,2-0-isopropylidene-3-O-methyl-a-D-ribo-pentodialdo-1,4-furanose by an addition reaction with methyl phenylphosphinate, followed by deoxygenation of the terminal HO-$H-P group of the adduct
## Abstract The __García‐González__ reaction of D‐glucose and ethyl acetoacetate generated ethyl 5‐[(1′__S__)‐D‐erythrosyl]‐2‐methyl‐3‐furoate (**5**), which was converted to ethyl 5‐[(1′__R__)‐1′,4′‐dideoxy‐1′,4′‐imino‐D‐erythrosyl]‐2‐methyl‐3‐furoate (**3c**) and to ethyl 5‐[(1′__S__)‐1′,4′‐dideo