Diastereo- and enantioselective synthesis of 1,3,5,7-tetraol structural units using a Prins cyclisation-reductive cleavage sequence.
Stereocontrolled and efficient access to all the diastereomers of 1,3,5,7-tetraol structural units was developed using a Prins cyclisation-reductive cleavage sequence applied to tetrahydropyran aldehydes. Furthermore, these tetraols can be selectively functionalized.
Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), UMR 8231, ESPCI ParisTech/CNRS/PSL* Research University, 10 rue Vauquelin, 75231 Paris Cedex 05, France. janine.cossy@espci.fr.
Elodie
E
Brun
Véronique
V
Bellosta
Janine
J
Cossy
D000447:Aldehydes / Q000737:chemistry; D003500:Cyclization; D005233:Fatty Alcohols / Q000737:chemistry*; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D011714:Pyrans / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D005233:Fatty Alcohols; D011714:Pyrans