Studies on cycloaddition reactions of 1, 3-diphenyl-2-azaallyl lithium and ethyl (benzylideneamino) acetate anion with α-oxoketene dithioacetals

MP Balu, H Ila, H Junjappa

Index: Balu, Maliakel P.; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Tetrahedron, 1990 , vol. 46, # 19 p. 6771 - 6782

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Citation Number: 10

Abstract

The α-oxoketene dithioacetals undergo anionic [1, 3] cycloaddition with l, 3-diphenyl-2- azaallyllithium to give either pyrroles or spiropyrrolines with two exceptions. Lithium bromide/triethylamine induced cycloaddition of ethyl (benzylideneamino) acetate (7) with acyclic ct-oxoketene dithioacetals afforded either pyrrolidine, pyrrole or the corresponding 3- benzylideneamino-pyran-2-one derivatives depending on the reaction conditions and the ...