Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids
Identifieur interne : 001740 ( Main/Exploration ); précédent : 001739; suivant : 001741Bismuth(III) Triflate‐Based Catalytic Direct Opening of Oleanolic Hydroxy‐γ‐lactones to Afford 12‐Oxo‐28‐carboxylic Acids
Auteurs : Jorge A. R. Salvador [Portugal] ; Vânia M. Moreira [Portugal] ; Rui M. A. Pinto ; Ana S. Leal ; Christophe Le Roux [France]Source :
- Advanced Synthesis & Catalysis [ 1615-4150 ] ; 2011-10.
English descriptors
- KwdEn :
Abstract
The bismuth(III) triflate‐based catalytic direct opening of oleanolic hydroxy‐γ‐lactones affords the corresponding 12‐oxo‐28‐carboxylic acid derivatives, in both acetonitrile and dichloromethane, at reflux, in high yields. Participation of an in situ generated Brønsted acid species from bismuth(III) triflate is most likely involved in the reaction mechanism. Full structural elucidation of the products obtained has been performed by 1D and 2D NMR techniques.
Url:
DOI: 10.1002/adsc.201100155
Affiliations:
- France, Portugal
- Midi-Pyrénées, Occitanie (région administrative)
- Toulouse
- Université Toulouse III - Paul Sabatier
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Le document en format XML
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<front><div type="abstract" xml:lang="en">The bismuth(III) triflate‐based catalytic direct opening of oleanolic hydroxy‐γ‐lactones affords the corresponding 12‐oxo‐28‐carboxylic acid derivatives, in both acetonitrile and dichloromethane, at reflux, in high yields. Participation of an in situ generated Brønsted acid species from bismuth(III) triflate is most likely involved in the reaction mechanism. Full structural elucidation of the products obtained has been performed by 1D and 2D NMR techniques.</div>
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