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Reversal of regioselection in the asymmetric aminohydroxylation of cinnamates

โœ Scribed by Beata Tao; Gunther Schlingloff; K.Barry Sharpless


Book ID
104259063
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
203 KB
Volume
39
Category
Article
ISSN
0040-4039

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Regioselective asymmetric aminohydroxyla
โœ Roger M Davey; Margaret A Brimble; Malcolm D McLeod * ๐Ÿ“‚ Article ๐Ÿ“… 2000 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 248 KB

The catalytic asymmetric aminohydroxylation (AA) of 5-substituted-pent-2-enoates 8 and 17 was investigated as a route to 2,3,6-trideoxy-3-aminohexoses. The AA of ester 8, which bears a dimethyl acetal at C-5, favoured formation of the a-amino regioisomer 11 with optimum regioselectivity being observ