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A Dienyl Boronate‐Aryl Nitroso Ene Reaction Entry to C‐Pyrrolyl Nitrones and Subsequent Conversion to Isoxazolidines

Eberlin, L.; Macé, A.; Batsanov, A.S.; Carboni, B.; Whiting, A.

A Dienyl Boronate‐Aryl Nitroso Ene Reaction Entry to C‐Pyrrolyl Nitrones and Subsequent Conversion to Isoxazolidines Thumbnail


Authors

L. Eberlin

A. Macé

A.S. Batsanov

B. Carboni



Abstract

A new cascade reaction to access C‐pyrrolyl nitrones en route to isoxazolidines is reported; a process that involves four successive steps, the first key step being an ene‐reaction of a 3‐methyl‐1,3‐dienylboronate ester with an aryl nitroso compounds to derive uncommon 1,3‐dipoles which react with various alkenes to access isoxazolidines. The scope and mechanism of the cascade sequence is discussed.

Citation

Eberlin, L., Macé, A., Batsanov, A., Carboni, B., & Whiting, A. (2018). A Dienyl Boronate‐Aryl Nitroso Ene Reaction Entry to C‐Pyrrolyl Nitrones and Subsequent Conversion to Isoxazolidines. ChemistrySelect, 3(16), 4557-4561. https://doi.org/10.1002/slct.201800945

Journal Article Type Article
Acceptance Date Apr 26, 2018
Online Publication Date Apr 25, 2018
Publication Date Apr 30, 2018
Deposit Date Apr 27, 2018
Publicly Available Date Apr 25, 2019
Journal ChemistrySelect
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 3
Issue 16
Pages 4557-4561
DOI https://doi.org/10.1002/slct.201800945

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Copyright Statement
This is the peer reviewed version of the following article: Eberlin, L., Macé, A., Batsanov, A. S., Carboni, B. & Whiting, A. (2018). A Dienyl Boronate‐Aryl Nitroso Ene Reaction Entry to C‐Pyrrolyl Nitrones and Subsequent Conversion to Isoxazolidines. ChemistrySelect 3(16): 4557-4561, which has been published in final form at https://doi.org/10.1002/slct.201800945. This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.







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