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Synthesis 1994; 1994(12): 1283-1290
DOI: 10.1055/s-1994-25682
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Selective Homologation of Ketones and Aldehydes with Diazoalkanes Promoted by Organoaluminum Reagents

Keiji Maruoka* , Amel B. Concepcion, Hisashi Yamamoto
  • *School of Engineering, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication Date:
25 April 2002 (online)

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Organoaluminum-promoted single homologation or ring expansion of ketones and aldehydes with diazoalkanes has been described, and among various organoaluminum reagents, exceptionally bulky methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) is found to be highly effective for the selective homologation of various ketones and aldehydes.