Canadian Journal of Chemistry

Synthetic approaches to haplophytine. 2. Synthesis of 4-methylamino-1-(2-furanyl)-2-phenyl-2-(2-pivaloylamidophenyl) butan-1-one

DA Schwartz, P Yates

Index: Schwartz, David Aaron; Yates, Peter Canadian Journal of Chemistry, 1983 , vol. 61, p. 1126 - 1131

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Citation Number: 14

Abstract

Approaches to the synthesis of compounds related to the 7-aryl-7-[3-(1-hydroxy-2- aminophenyl)]-9-methylamino-5, 6-dioxononanoic acid moiety (3) of the alkaloid haplophytine and its dihydrobromide are described. Treatment of the dianion of phenyl (o- pivaloylamidophenyl) methane with 2-furancarboxaldehyde followed by oxidation of the resulting alcohol gives 1-(2-furanyl)-2-phenyl-2-(2-pivaloylamidophenyl) ethanone (14). ...