Desymmetrization of hydrazinocyclohexadienes: a new approach for the synthesis of polyhydroxylated aminocyclohexanes.
Hydrazinocyclohexadienes, easily prepared by an ene-reaction between commercially available azodicarboxylate reagents and cyclohexadiene, are interesting substrates for desymmetrization reactions. Under Sharpless asymmetric dihydroxylation conditions, they can lead efficiently to several chiral building blocks as well as advanced precursors of biologically active compounds.
Errasti
Gauthier
G
Laboratoire de Chimie Thérapeutique, UMR 8638 associée au CNRS et à l'Université Paris Descartes, Faculté des Sciences Pharmaceutiques et Biologiques, 4 av de l'Observatoire, 75270 Paris cedex 06, France.
Koundé
Cyrille
C
Mirguet
Olivier
O
Lecourt
Thomas
T
Micouin
Laurent
L
D002384:Catalysis; D003510:Cyclohexanes / Q000138:chemical synthesis* / Q000737:chemistry; D053138:Cyclohexenes / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D015394:Molecular Structure
D003510:Cyclohexanes; D053138:Cyclohexenes; D006834:Hydrazines; C048401:1,4-cyclohexadiene