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- Title
Front Cover: 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. 1/2020)
- Authors
Ma, Tsz‐Kan; Parsons, Philip J.; Barrett, Anthony G. M.
- Abstract
These were synthesized from 2-(9-Boc)-4-oxo-1,5-dioxa-9-azaspiro[5.5]undec-2-en-2-yl)acetic acid by sequential DCC mediated coupling with 2-phenyl-1,3-dioxane-4,6-dione, keto-ketene generation and trapping with geraniol, biomimetic aromatization by palladium catalyzed decarboxylation and cyclization. The resultant spiro-resorcylate was derivatized by terpene cyclization and/or Boc-deprotection with reacylation to provide the spiro-heterocyclic products. The resultant spiro-resorcylate was derivatized by terpene cyclization and/or Boc-deprotection with reacylation to provide the spiro-heterocyclic products.
- Subjects
ACETIC acid; AROMATIZATION; DERIVATIZATION
- Publication
European Journal of Organic Chemistry, 2020, Vol 2020, Issue 1, p1
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201901831