Stereocontrol of intramolecular Diels-Alder reactions by an allylic diphenylcyclopropyl group
Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 5, Issue: 16, Page: 2606-2616
2007
- 9Citations
- 8Captures
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Metrics Details
- Citations9
- Citation Indexes9
- CrossRef7
- Captures8
- Readers8
Article Description
Intramolecular Diels-Alder reactions of ester-linked 1,3,8-nonatrienes carrying a diphenylcyclopropyl substituent attached to C1 proceed with high levels of stereoselectivity. The stereochemical outcomes of these reactions are explained by reference to B3LYP/6-31G(d) transition structures. Experimentally, the diphenylcyclopropane rings remain intact through these IMDA reactions, notwithstanding their predicted extremely high degree of asynchronicity (the B3LYP-computed lengths in the IMDA transition structures differ by as much as 1.1 Å), providing support to the notion that these reactions are concerted processes. © The Royal Society of Chemistry.
Bibliographic Details
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=34547563527&origin=inward; http://dx.doi.org/10.1039/b708324f; http://www.ncbi.nlm.nih.gov/pubmed/18019536; https://xlink.rsc.org/?DOI=b708324f; https://dx.doi.org/10.1039/b708324f; https://pubs.rsc.org/en/content/articlelanding/2007/ob/b708324f
Royal Society of Chemistry (RSC)
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