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Unusual Preference for Ketone and Reversal of Chemoselectivity in Lewis Acid-Catalyzed Aldol Reaction of Ketene Silyl Acetal

✍ Scribed by Chen, Jian-xie; Sakamoto, Katsumasa; Orita, Akihiro; Otera, Junzo

Book ID
126855772
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
105 KB
Volume
63
Category
Article
ISSN
0022-3263

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ChemInform Abstract: Unusual Preference
ChemInform Abstract: Unusual Preference for Ketone and Reversal of Chemoselectivity in Lewis Acid-Catalyzed Aldol Reaction of Ketene Silyl Acetal.
✍ Jian-xie Chen; Katsumasa Sakamoto; Akihiro Orita; Junzo Otera πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 37 KB πŸ‘ 1 views

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