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2005
Carbohydrates
U 0500
Double Addition of Grignard Reagents to N-Glycosyl Nitrones: A New Tool for
Construction of Enantiopure Azaheterocycles. — The study demonstrates the
22- 196 the
feasibility concerning the bis-addition of Grignard reagents to N-glycosylnitrone (I).
The reaction is performed at 0°C and affords in nearly quantitative yield the desired
adducts with moderate to good diastereoselectivity. Product (X) is used for the construction of a biologically active polyhydroxylated azepine system (XV). —
(BONANNI, M.; MARRADI, M.; CICCHI, S.; FAGGI, C.; GOTI*, A.; Org. Lett. 7
(2005) 2, 319-322; Dip. Chim. Org. Ugo Schiff, Univ. Firenze, I-50121 Firenze, Italy;
Eng.) — Steudel
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