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ChemInform Abstract: Unprecedented Preference for Aldehyde over Acetal in Organotin Lewis Acid Promoted Mukaiyama-Aldol Reaction of Ketene Silyl Acetals.

✍ Scribed by J. OTERA; J. CHEN

Book ID
112035865
Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
27
Category
Article
ISSN
0931-7597

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Ketene silyl acetals such as (II) and (IV) are added in the presence of various Lewis acids (e.g. (C 6 F 5 ) 2 SnBr 2 ) to ketones with a extremely high level of chemoselectivity in competition with aldehydes or acetales (with exception of benzaldehyde). The generality of ketone preference is also e