Catalytic and enantioselective oxa-Piancatelli reaction using a chiral vanadium complex

An enantioselective oxa-Piancatelli reaction was established for the first time using a chiral vanadium( v ) catalyst. The dual Brønsted and Lewis acid properties of the vanadium catalyst afforded 4-hydroxycyclopent-2-enone derivatives in up to 90% yields and with 93 : 7 enantiomeric ratios, as well...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-09, Vol.56 (7), p.1151-1154
Hauptverfasser: Schober, Lukas, Sako, Makoto, Takizawa, Shinobu, Gröger, Harald, Sasai, Hiroaki
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Sprache:eng
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Zusammenfassung:An enantioselective oxa-Piancatelli reaction was established for the first time using a chiral vanadium( v ) catalyst. The dual Brønsted and Lewis acid properties of the vanadium catalyst afforded 4-hydroxycyclopent-2-enone derivatives in up to 90% yields and with 93 : 7 enantiomeric ratios, as well as >20 : 1 diastereomeric ratios. An enantioselective oxa-Piancatelli reaction was established for the first time using a chiral vanadium( v ) catalyst.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc02621b