Enantiodivergent formal synthesis of (+)- and (-)-cyclophellitol from D-xylose based on the latent symmetry concept.
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.
Kireev
Artem S
AS
Department of Chemistry, New Mexico Institute of Mining and Technology, Socorro, New Mexico 87801, USA.
Breithaupt
August T
AT
Collins
William
W
Nadein
Oleg N
ON
Kornienko
Alexander
A
D003511:Cyclohexanols / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014994:Xylose / Q000737:chemistry*
D003511:Cyclohexanols; C063285:cyclophellitol; D014994:Xylose