Mechanism of Ru(II)-Catalyzed Rearrangements of Allenyl- and Alkynylcyclopropanols to Cyclopentenones
| Autor: | Eppa Gyanchander, Naresh Tumma, Jin Kun Cha, Sridhar Ydhyam, Ken Belmore |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Substituent Regioselectivity Alkyne 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry 0104 chemical sciences Catalysis chemistry.chemical_compound Comparison study Chelation Physical and Theoretical Chemistry Alkyl |
| Zdroj: | Organic Letters. 18:6098-6101 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.6b03088 |
| Popis: | A comparison study of the Ru(II)-catalyzed rearrangements of allenyl- and alkynylcyclopropanols to the corresponding cyclopentenones has been undertaken with the aid of an alkyl substituent on the three-membered ring. These ring expansion reactions proceed with exceptional regioselectivity irrespective of the cis/trans stereochemistry of the substituents on the three-membered ring. β-Carbon elimination is the common feature in the absence of a chelating group at the 4'-position in the alkyne chain. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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