Tetrahedron

Sequential ene reactions-II: Synthesis of bicyclic adducts with angular methyl groups. in situ oppenauer oxidation'

BB Snider, BE Goldman

Index: Snider, Barry B.; Goldman, Boris E Tetrahedron, 1986 , vol. 42, # 11 p. 2951 - 2956

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Citation Number: 20

Abstract

The sequential ene reaction annelation sequence has been shown to be applicable to 2- and 3-substituted methylenecycloalkanes. Methyl groups in the 2-position are transformed into angular methyl groups in decalin or indane derivatives. The chloromethylaluminum alkoxides produced in these reactions, ie 3 and 7, undergo an Oppenauer oxidation in situ in the presence of excess acrolein to give the corresponding ketone in good yield. Using ...