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Synlett 1997; 1997(1): 29-30
DOI: 10.1055/s-1997-715
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Reversal of Chemoselectivity in Organotin Lewis Acid-Catalyzed Reaction of Ketene Silyl Acetal with Aldehyde and α-Enal

Jianxie Chen, Junzo Otera*
  • *Department of Applied Chemistry, Okayama University of Science, Ridai-cho, Okayama 700, Japan
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Publication Date:
22 March 2004 (online)

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The organotin Lewis acid-catalyzed reaction of ketene silyl acetal with aldehydes results in reversal of chemoselectivity: α-enals react preferentially or exclusively in competition with an alkanal or even aromatic aldehydes.

organotin Lewis acid - ketene silyl acetal - aldehyde - α-enal - chemoselectivity