Exploring the Synthetic Versatility of the Lewis Acid Induced Decomposition Reaction of α-Diazo-β-hydroxy Esters. The Case of Ethyl Diazo (3-hydroxy-2-oxo-2, 3- …

A Gioiello, F Venturoni, M Marinozzi…

Index: Gioiello, Antimo; Venturoni, Francesco; Natalini, Benedetto; Pellicciari, Roberto Journal of Organic Chemistry, 2009 , vol. 74, # 9 p. 3520 - 3523

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Citation Number: 12

Abstract

Ethyl diazo (3-hydroxy-2-oxo-2, 3-dihydro-1 H-indol-3-yl) acetate was prepared by aldol- type condensation of ethyl diazoacetate with isatin. A systematic and mechanistic study on the Lewis acid induced decomposition reaction of this valuable diazo precursor was carried out with the aim to gain new insights into the mechanistic aspects of the reaction as well as to further understand the factors and experimental conditions which affect the relative ...

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