Novel synthesis of fused spiro piperidone-cyclopropanes from cyclopropyl amides and electron-deficient alkenes
Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 19, Issue: 14, Page: 3191-3198
2021
- 2Citations
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- Citations2
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Article Description
We report here that a series of bridgedO,O-ketal fused spiro piperidone-cyclopropane derivatives3can be constructed with excellent yields and good diastereoselectivity by the one-pot reaction of 1-acylcyclopropanecarboxamides1with electron-deficient alkene2a(EWG = CHO)viathe domino process involving [4 + 2] annulation/intermolecular electrophilic addition/intramolecular cyclization. Furthermore, reactions of1with2b/2c(EWG = CN, COOMe), leading to spiro piperidone-cyclopropane derivatives4or5by base catalyst selection, were also presented.
Bibliographic Details
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85104172838&origin=inward; http://dx.doi.org/10.1039/d1ob00214g; http://www.ncbi.nlm.nih.gov/pubmed/33885573; https://xlink.rsc.org/?DOI=D1OB00214G; https://dx.doi.org/10.1039/d1ob00214g; https://pubs.rsc.org/en/content/articlelanding/2021/ob/d1ob00214g
Royal Society of Chemistry (RSC)
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