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23.14.1.1.7.1 Variation 1: Metal-Catalyzed Wolff Rearrangement

DOI: 10.1055/sos-SD-023-00535

Tidwell, T. T.Science of Synthesis, (200623585.

The diazo ketones 95, prepared from 9-fluorenylmethoxycarbonyl-substituted amino acids, undergo silver benzoate catalyzed Wolff rearrangements to form the corresponding alkylketenes 96, which undergo hydration to the corresponding β-amino acids 97 (Scheme 30).[‌85‌] The use of copper and rhodium salts as catalysts in the vinylogous Wolff rearrangement is discussed in Section 23.14.1.1.5.

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