Tetrahedron letters

The chemistry of O-silylated ketene acetals; diastereoselective Aldol reaction of 2, 3-O-isopropylidene-D (and L)-glyceraldehydes leading to 2-deoxy-D (and L)- …

Y Kita, H Yasuda, O Tamura, F Itoh, YK Ya, Y Tamura

Index: Kita, Yasuyuki; Yasuda, Hitoshi; Tamura, Osamu; Itoh, Fumio; Ke, Ya Yuan; Tamura, Yasumitsu Tetrahedron Letters, 1985 , vol. 26, # 47 p. 5777 - 5780

Full Text: HTML

Citation Number: 30

Abstract

Abstract Diastereoselective carbon-carbon bond forming reaction of 2, 3-O-isopropylidene-D (and L)-glyceraldehydes (D and L-2) with ketene silyl acetals (1a, b) occurred in acetonitrile under mild conditions to give the corresponding anti-β-siloxyesters (D and L-3a) as major products, which could be converted through a few additional steps to 2-deoxy-D (and L)- riboses.