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Manganese(III)-promoted oxidative free-radical cyclizations of β-keto imides: Asymmetric induction with oppolzer's chiral sultam

TETRAHEDRON LETTERS, no. 19 (1992): 2637-2640

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Abstract

Oxidative free-radical cyclization of the unsaturated beta-keto imide 3 containing Oppolzer's D-camphor sultam as a chiral auxiliary was studied. Intramolecularly promoted oxidative free-radical cyclization of 3 with Mn (III) in the presence of Cu (II) produced the stereoisomeric cis-hydrindanones 4 and 5 in a 3:1 ratio at 25-degrees-C.

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