Cascade aza-Wittig/6π-electrocyclization in the synthesis of 1,6-dihydropyridines

Polychronidou, V., Krupp, A., Strohmann, C. and Antonchick, A.P. ORCID: 0000-0003-0435-9443, 2021. Cascade aza-Wittig/6π-electrocyclization in the synthesis of 1,6-dihydropyridines. Organic Letters, 23 (15), pp. 6024-6029. ISSN 1523-7060

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Abstract

A metal-free protocol for the synthesis of substituted 1,6-dihydropyridines with quaternary stereogenic centers via a cascade aza-Wittig/6π-electrocyclization process has been developed. The high functional group compatibility and broad scope of this method were demonstrated by using a wide range of easily available vinyliminophosphoranes and ketones, with yields up to 97%. A modification of the obtained products allowed for an increase in complexity and chemical diversity. Finally, attempts for asymmetric synthesis of 1,6-dihydropyridines are demonstrated.

Item Type: Journal article
Publication Title: Organic Letters
Creators: Polychronidou, V., Krupp, A., Strohmann, C. and Antonchick, A.P.
Publisher: American Chemical Society (ACS)
Date: 6 August 2021
Volume: 23
Number: 15
ISSN: 1523-7060
Identifiers:
NumberType
10.1021/acs.orglett.1c02099DOI
1470104Other
Rights: © 2021 The Authors. Published by American Chemical Society.
Divisions: Schools > School of Science and Technology
Record created by: Laura Ward
Date Added: 10 Sep 2021 15:53
Last Modified: 10 Sep 2021 15:53
URI: http://irep.ntu.ac.uk/id/eprint/44154

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