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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)-riboses

✍ Scribed by Yasuyuki Kita; Hitoshi Yasuda; Osamu Tamura; Fumio Itoh; Yuan Ke Ya; Yasumitsu Tamura

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
236 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

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

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