Enantioselective synthesis of 2,6-dideoxy carbasugars based on a desymmetrizing hydroformylation-carbonyl ene
Bernhard Breit1, Aurélien Bigot
1Institut für Organische Chemie und Biochemie, Albert-Ludwigs-Universität Freiburg, Albertstr. 21, 79104 Freiburg, Germany. bernhard.breit@chemie.uni-freiburg.de
Abstract:
A practical one-pot process involving a desymmetrizing hydroformylation with the aid of a chiral catalyst-directing group (CDG*), followed by a carbonyl ene cyclization provides a straightforward access to both enantiomers of the resulting cyclohexanediol; further divergent, highly selective and protecting group-free transformations furnish the carbocyclic analogues of four important 2,6-dideoxysugars.
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