93366-83-7Relevant academic research and scientific papers
One-Step Stereoselective Syntheses of C-Branched α-Deoxycyclitols from 1,6-Anhydrohexopyranoses
Klemer, Almuth,Kohla, Monika
, p. 1662 - 1671 (2007/10/02)
1,6-Anhydro-3,4-O-isopropylidene-β-D-galactopyranose (1) reacts with n-butyllithium to give exclusively 1D-1-C-butyl-2,3-O-isopropylidene-1,2,3,5/4-cyclohexanepentol (2a). 1,6-Anhydro-2,3-O-isopropylidene-β-D-mannopyranose (7) gives 1L-5-C-butyl-2,3-O-isopropylidene-1,2,3/4,5-cyclohexanepentol (8a) and 1L-1-C-butyl-3,4-O-isopropylidene-1,2,5/3,4-cyclohexanepentol (9a) as a by-product.Analogous reactions with methyllithium yield the corresponding C-methyl-branched deoxyinositols 2b, 4, 8b, and 9b.
