Abstract
The Wittig rearrangement of D-galactono-γ-lactone derived β-O- glycoside is shown to afford β-C-glycoside (retention product), a potentially useful intermediate for zaragozic acid synthesis. By contrast, the rearrangement of the D-xylonolactone-derived counterpart was found to violate the retention principle to yield an inversion product as the major product.
Original language | English |
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Pages (from-to) | 1917-1920 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 40 |
Issue number | 10 |
DOIs | |
Publication status | Published - Mar 5 1999 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry