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On the steric course of the addition of diallylzinc onto α,β-dialkoxy chiral carbonyl compounds: stereospecific synthesis of 2,6-dideoxysugars of the L-series
Authors:Giovanni Fronza  Claudio Fuganti  Piero Grasselli  Giuseppe Pedrocchi-Fantoni  Carlo Zirotti
Institution:Instituto di Chimica del Politecnico, Centro del CNR per la Chimica delle Sostanze Organiche Naturali, 20133 Milano, Italy
Abstract:The synthesis of the 2,6-dideoxy sugars L-digitoxose (14), 2-deoxy-L-fucose (15) and L-mycarose (16) from the C4 and C5 chiral synthons (1), (2) and (3), through the intermediacy of the C7 adducts (4), (8) and (12), obtained by erythro addition of diallylzinc onto (1), (2) and (3), is reported.
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