Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Synthetic Reactions Utilizing Siloxyfurans and Siloxyoxazoles
Morio ASAOKAHisashi TAKEI
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1983 Volume 41 Issue 8 Pages 718-727

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Abstract
This article describes carbon-carbon bond forming reactions utilizing trialkylsiloxy substituted heterocyclic aromatic compounds and their synthetic applications. Siloxyfurans synthesized from buten-4-olides or succinic anhydrides reacted with dienophiles to give corresponding Diels-Alder adducts. In the presence of Lewis acids they also reacted with orthoesters, acetals, α, β-unsaturated ketones, aldehydes, and ketones to give corresponding buten-4-olide derivatives or bislactones.
Similar reactions of siloxyoxazoles synthesized from 2-oxazolin-5-ones are also described.
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© The Society of Syhthetic Organic Chemistry, Japan
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