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Conjugate addition of water to α-carbonylcarbenes (1998)

Chiang, Y. ; Jefferson, E. A. ; Kresge, A. J. ; [et al.]

Chichester : Wiley-Blackwell

Journal of Physical Organic Chemistry 11 (1998), S. 610-613

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ISSN: 0894-3230

Keywords: Conjugate addition ; α-carbonylcarbenes ; water ; Chemistry ; Theoretical, Physical and Computational Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology , Physics

Notes: α-Carbonylcarbenes (2a-c) generated by UV photolysis of 2-diazophenylacetic acid (1a), its methyl ester (1b) and 4-diazo-3-isochromanone (1c) in aqueous solution undergo conjugate addition of water across the entire carbonylcarbene moiety to give enols (3a-c) of the corresponding α-hydroxycarbonyl compounds. These carbenes are long-lived, with microsecond lifetimes in aqueous solution. © 1998 John Wiley & Sons, Ltd.

Additional Material: 3 Ill.

Type of Medium: Electronic Resource

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