Proline catalyzed direct diastereoselective 6-enolexo aldolization: toward the synthesis of the imino sugar DNJ
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Date
2010-11
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Publisher
Elsiever
Abstract
A l-proline catalyzed direct diastereoselective 6-enolexo aldolization reaction of differentiating dialdehydes derived from tartaric acid is presented. This organocatalytic approach provides high levels of syn-selectivity (dr >10:1) with the stereocontrolled C–C bond formation between C4 and C5 intramolecularly, which can serve to synthesize imino-sugar skeleton quickly.
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Keywords
Chemistry, Proline catalyzed, Diastereoselective, Synthesis