Tetrahedron

A facile regioselective construction of spiro epoxy-bridged tetrahydropyranone frameworks

S Muthusamy, SA Babu, M Nethaji

Index: Muthusamy; Babu, S. Arulananda; Nethaji Tetrahedron, 2003 , vol. 59, # 41 p. 8117 - 8127

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Citation Number: 20

Abstract

Investigations on the reactivity profile of the transient five-membered-ring cyclic carbonyl ylides, generated from α-diazo ketones, in the presence of the C O group of various simple ketones and symmetrical/unsymmetrical 1, 2-diones were carried out. The reaction of α- diazo ketones with 1, 2-naphthoquinone furnished interesting diastereomeric cycloadducts in which both the C O groups acted as dipolarophilic sites. The similar reaction in the ...