Abstract
A novel approach to build 2-spiropiperidine moieties starting from dihydropyridones was developed. The triflic anhydride-promoted conjugate addition of allyltributylstannane onto dihydropyridones allowed for the formation of gem bis-alkenyl intermediates that were converted to the corresponding spirocarbocycles with excellent yields via ring closing metathesis. The vinyl triflate group generated on these 2-spiro-dihydropyridine intermediates could be successfully used as a chemical expansion vector for further transformations namely Pd-catalyzed cross-coupling reactions.
Original language | English (US) |
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Pages (from-to) | 5245-5253 |
Number of pages | 9 |
Journal | Organic and Biomolecular Chemistry |
Volume | 21 |
Issue number | 25 |
DOIs | |
State | Published - Jun 12 2023 |
Externally published | Yes |
Bibliographical note
Publisher Copyright:© 2023 The Royal Society of Chemistry.
PubMed: MeSH publication types
- Journal Article