Synthesis, aromatization and derivatization reactions of 2-(9-(tert-butoxycarbonyl)-4-oxo-1,5-dioxa-9-azaspiro[5.5]undec-2-en-2-yl)acetic acid
File(s)Manuscript Accepted Article.pdf (821.21 KB)
Accepted version
Author(s)
Ma, Tsz-Kan
Parsons, Philip
Barrett, Anthony
Type
Journal Article
Abstract
A series of natural product inspired piperidines spiro‐fused with resorcylic, chromenic and chromanic amides were prepared from a general derivative of a N ‐Boc‐4‐oxo‐4 H ‐spiro[benzo[ d ][1,3]dioxinone‐2,4‐piperidine], which was prepared via biomimetic aromatization of a b , d ‐diketo‐dioxinone, in turn synthesized from N ‐Boc‐4‐piperidone and geraniol using ketene coupling reagents.
Date Issued
2020-01-09
Date Acceptance
2019-10-31
Citation
European Journal of Organic Chemistry, 2020, 2020 (1), pp.28-34
ISSN
1434-193X
Publisher
Wiley
Start Page
28
End Page
34
Journal / Book Title
European Journal of Organic Chemistry
Volume
2020
Issue
1
Copyright Statement
© 2019 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is the accepted version of the following article: Ma, T. , Parsons, P. and Barrett, A. (2019), Synthesis, Aromatization And Derivatization Reactions of 2‐(9‐(tert‐Butoxycarbonyl)‐4‐oxo‐1,5‐dioxa‐9‐azaspiro[5.5]undec‐2‐en‐2‐yl)acetic Acid. Eur. J. Org. Chem.. Accepted Author Manuscript, which has been published in final form at https://doi.org/10.1002/ejoc.201901451
Sponsor
Imperial College Trust
Engineering & Physical Science Research Council (EPSRC)
Identifier
https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201901451
Grant Number
N/A
EP/N022815/1
Subjects
Science & Technology
Physical Sciences
Chemistry, Organic
Chemistry
Aromatization
Biomimetic synthesis
Cyclization
Ketene
Synthetic methods
POTENT
Organic Chemistry
0305 Organic Chemistry
0304 Medicinal and Biomolecular Chemistry
Publication Status
Published
Date Publish Online
2019-11-04