DIASTEREOSELECTION IN A DIRECTED CROSSED ALDOL REACTION BETWEEN TWO POLYOXYGENATED KETONES EMPLOYING TIN(II) ENOLATES. A FACILE STEREOSELECTIVE SYNTHESIS OF ETHYL 2-C-METHYL-Dl-LYXOFURANOSIDE
- 5 April 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 12 (4) , 595-598
- https://doi.org/10.1246/cl.1983.595
Abstract
Tin(II) enolates of 1,3-dihydroxy-2-propanone derivatives react with a second ketone, methyl pyruvate, under mild conditions to afford the corresponding anti-crossed aldol products in moderate to excellent yields. Facile elaboration to the branched-chain sugar, ethyl 2-C-methyl-DL-lyxofuranoside, was demonstrated.Keywords
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