title: Enantioselective enzymatic desymmetrization of highly functionalized meso tetrahydropyranyl diols.
abstract: The enantioselective enzymatic desymmetrization of several highly substituted meso-tetrahydropyranyl diols is described. This transformation leads to valuable building blocks containing up to five stereogenic centers, which are revealed in a single step with both high yields and excellent enantiomeric excesses. Moreover, it was shown that this kind of building blocks could provide an easy access to both enantiomers of highly functionalized stereotetrads.
authors.affiliation: Aix-Marseille Université, Institut des Sciences Moléculaires de Marseille, iSm2 CNRS UMR6263-équipe STeRéO Campus Saint-Jérôme, 13397 Marseille Cedex 20, France.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Candy
authors.forename: Gérard
authors.initials: G
authors.lastname: Audran
authors.forename: Hugues
authors.initials: H
authors.lastname: Bienaymé
authors.forename: Cyril
authors.initials: C
authors.lastname: Bressy
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Pons
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008049:Lipase / Q000378:metabolism*; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D020103:Rhizomucor / Q000201:enzymology*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D011714:Pyrans; D008049:Lipase