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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 13, 1983 - Issue 6
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Original Articles

Silyl Ketene Acetal Chemistry: Steric Limitations in Lewis Acid-Promoted Addition of Ketones

Wenke G. Department of Chemistry, New York University, New York, New York, 10003
,
Jacobsen E. N. Department of Chemistry, New York University, New York, New York, 10003
,
Totten G. E. Department of Chemistry, New York University, New York, New York, 10003
,
Karydas A. C. Department of Chemistry, New York University, New York, New York, 10003
&
Rhodes Y. E. Department of Chemistry, New York University, New York, New York, 10003
Pages 449-458 | Published online: 03 Jan 2007
 
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Abstract

Lewis acid-promoted additions of ketones to silyl ketene acetals is limited sterically with α-branched alkyl groups in the ketone. Cyclic ketones give high yields. Titanium, ferric and aluminum chlorides are effective catalysts.

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