Facile preparation of 3-acetoxycyclobutanone

3-Acetoxycyclobutanone is a versatile intermediate to access cyclobutanes with a variety of substitution patterns. Established procedures require a two step process that includes multiple distillations. We report a one-pot procedure that renders this compound readily available. Additionally, it was...

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Bibliographic Details
Published inTetrahedron letters Vol. 49; no. 32; pp. 4763 - 4764
Main Author Zajac, Matthew A.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 04.08.2008
Elsevier
Subjects
Activation
Chemistry
Chemistry, Organic
Copper
Cycloaddition
Cyclobutanone
Physical Sciences
Science & Technology
Zinc
Cycloaddition
Activation
Cyclobutanone
Copper
Zinc
ORGANIC-SYNTHESIS
CYCLOBUTANE DERIVATIVES
DICHLOROKETENE
cycloaddition
copper
STEREOSELECTIVE-SYNTHESIS
cyclobutanone
activation
zinc
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Summary:3-Acetoxycyclobutanone is a versatile intermediate to access cyclobutanes with a variety of substitution patterns. Established procedures require a two step process that includes multiple distillations. We report a one-pot procedure that renders this compound readily available. Additionally, it was determined that copper plays a key role in the reaction sequence. 3-Acetoxycyclobutanone is a versatile intermediate to access cyclobutanes with a variety of substitution patterns. Established procedures require a two step process that includes multiple distillations. We report a one-pot procedure that renders this compound readily available. Additionally, it was determined that copper plays a key role in the reaction sequence.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.05.102