Abstract
The addition of dimethyl phosphonate to six different hexofuranos-5-uloses in the presence of DBU, followed by esterification with methoxalyl chloride and then radical reduction, afforded 5-deoxy-5-dimethoxyphosphinyl-D- and L-hexofuranoses. The stereoselectivity of the deoxygenation and possible transition-state models are discussed.
Original language | English |
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Pages (from-to) | 1641-1650 |
Number of pages | 10 |
Journal | Carbohydrate Research |
Volume | 338 |
Issue number | 16 |
DOIs | |
Publication status | Published - Jul 29 2003 |
Keywords
- Deoxygenation
- Phospho sugar
- α-Hydroxyphosphonate
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Organic Chemistry