Regioselectivity switch in chiral amine-catalysed asymmetric addition of aldehydes to reactive enals

In this communication, we present a regioselectivity switch for the chiral amine-catalysed asymmetric addition of aldehydes to reactive enals to afford either aldol adducts or conjugate adducts in a stereoselective fashion. The unprecedented asymmetric aldol reaction of aldehydes with enals was real...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-06, Vol.51 (49), p.10062-10065
Hauptverfasser: Kano, Taichi, Maruyama, Hiroki, Sakamoto, Ryu, Maruoka, Keiji
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Sprache:eng
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Zusammenfassung:In this communication, we present a regioselectivity switch for the chiral amine-catalysed asymmetric addition of aldehydes to reactive enals to afford either aldol adducts or conjugate adducts in a stereoselective fashion. The unprecedented asymmetric aldol reaction of aldehydes with enals was realized by the use of a diarylprolinol catalyst, giving synthetically useful and important chiral allylic alcohols.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc02438b