Literature DB >> 15651835

Enantiodivergent formal synthesis of (+)- and (-)-cyclophellitol from D-xylose based on the latent symmetry concept.

Artem S Kireev1, August T Breithaupt, William Collins, Oleg N Nadein, Alexander Kornienko.   

Abstract

Formal synthesis of (+)- and (-)-cyclophellitol from d-xylose has been accomplished through utilization of the latent plane of chirality present in the starting carbohydrate. The synthetic pathway is suitable for preparation and biological evaluation of cyclophellitol analogues in both enantiomeric series.

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Year:  2005        PMID: 15651835     DOI: 10.1021/jo048459p

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Synthesis of Differentially Protected myo- and chiro-Inositols from D-Xylose; Stereoselectivity in Intramolecular SmI(2)-Promoted Pinacol Reactions.

Authors:  Giovanni Luchetti; Kejia Ding; Alexander Kornienko; Marc d'Alarcao
Journal:  Synthesis (Stuttg)       Date:  2008-10-01       Impact factor: 3.157

2.  Enantio- and Diastereodivergent Synthetic Route to Multifarious Cyclitols from D-Xylose via Ring-Closing Metathesis.

Authors:  Giovanni Luchetti; Kejia Ding; Marc d'Alarcao; Alexander Kornienko
Journal:  Synthesis (Stuttg)       Date:  2008-10-01       Impact factor: 3.157

  2 in total

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