Organoelement Compounds
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ChemInform Abstract: Application of (Chloromethyl)aluminum 2-(2-Propenyl)anilide in the Conversion of γ- and δ-Lactones into Protected Hydroxy Acids.
First published: January 2, 1990
Abstract
The lactones (I) are cleaved in the reaction with the aniline (II) and dimethylaluminum chloride to give the amides (III).
ChemInform Abstract
The lactones (I) are cleaved in the reaction with the aniline (II) and dimethylaluminum chloride to give the amides (III). These are O-protected and subsequently ozonized to produce the acylindoles (VI) which are hydrolyzed, yielding the O-protected hydroxy acids (VII). The lactones (VIII) and (X) are converted into the corresponding acids (IX) and (XI) by means of the same reaction sequence.
