NDLI: Rh-catalyzed reagent-free ring expansion of cyclobutenones and benzocyclobutenones† †Electronic supplementary information (ESI) available. CCDC 1059514 and 1059515. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01875g

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Rh-catalyzed reagent-free ring expansion of cyclobutenones and benzocyclobutenones† †Electronic supplementary information (ESI) available. CCDC 1059514 and 1059515. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc01875g

Content Provider	Semantic Scholar
Author	Chen, Peng-Hao Sieber, Joshua D. Senanayake, Chris Hugh Dong, Guangbin
Copyright Year	2015
Abstract	Here we report a reagent-free rhodium-catalyzed ring-expansion reaction via C-C cleavage of cyclobutenones. A variety of poly-substituted cyclopentenones and 1-indanones can be synthesized from simple cyclobutenones and benzocyclobutenones. The reaction condition is near pH neutral without additional oxidants or reductants. The potential for developing a dynamic kinetic asymmetric transformation of this reaction has also been demonstrated. Further study supports the proposed pathway involving Rh-insertion into the cyclobutenone C-C bond, followed by β-hydrogen elimination, olefin insertion and reductive elimination.
Starting Page	5440
Ending Page	5445
Page Count	6
File Format	PDF HTM / HTML
DOI	10.1039/C5SC01875G
Alternate Webpage(s)	http://pubs.rsc.org/en/content/articlepdf/2015/sc/c5sc01875g
Alternate Webpage(s)	http://www.rsc.org/suppdata/c5/sc/c5sc01875g/c5sc01875g1.pdf
PubMed reference number	28042458
Alternate Webpage(s)	https://doi.org/10.1039/C5SC01875G
Journal	Medline
Volume Number	6
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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