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An overlooked short entry to 2- alkyliden-1,3-dioxolanes. Highly reactive ketene acetals

✍ Scribed by R. W. M. Aben; J. W. Scheeren


Book ID
104589203
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
173 KB
Volume
109
Category
Article
ISSN
0165-0513

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✦ Synopsis


Abstract

2‐Alkyliden‐1,3‐dioxolanes can be prepared surprisingly easily from the corresponding 2‐bromoacetals by dehydrobromination with potassium tert. butoxide. The method has a wide scope and gives access to ketene acetals which cannot be prepared by other methods. The application of mono substituted cyclic ketone acetals in the lewis acid catalyzed stereoselective formation of cis oxetanes from aldehydes is illustrated.