The Synthetic Utility of 2‐Oxazolines

作者: A. I. Meyers , E. D. Mihelich

DOI: 10.1002/ANIE.197602701

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摘要: The oxazoline ring system, first prepared in 1884, has only the last five years been shown to possess considerable utility synthesis of a variety functionalized organic compounds. By appropriate metalation 2-alkyl substituent it is possible prepare homologated carboxylic acid derivatives, both chiral and achiral. Various other manipulations lead aldehydes, ketones, lactones, amino acids, thiiranes, olefins. Due inertness system various reagents (RMgX, LiAlH4, CrO3, mild or alkali) may be utilized as protecting group for acids during transformations involving above reagents. Two major new developments chemistry involve (a) use reagent asymmetric alcohol, olefins (b) mode aromatic substitution which aryloxazolines act nucleophilic electrophilic This behavior led polysubstituted benzenes biphenyls would inaccessible by classical routes. A examples illustrating oxazolines indicated are presented so that reader appreciate vast potential this simple synthesis.

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