Chiral amine-catalyzed asymmetric conjugate addition of aldehydes to α-phenylselenoenones as formal Z-allylating agents

Chiral amine-catalyzed asymmetric conjugate addition of aldehydes to α-phenylselenoenones as formal Z-allylating agents

α-Selenoenones could be employed as Z-allyl precursors in the chiral amine-catalyzed asymmetric conjugate addition of aldehydes. The obtained formal allylation product, a Z-olefin having a sulfonate leaving group, was employed as a synthetically useful chiral alkylating agent.

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018-01, Vol.54 (2), p.176-179
Hauptverfasser: Kano, Taichi, Maruyama, Hiroki, Homma, Chihiro, Maruoka, Keiji
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes
Alkylation
Allyl compounds
Chemical reactions
Reagents
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Zusammenfassung:α-Selenoenones could be employed as Z-allyl precursors in the chiral amine-catalyzed asymmetric conjugate addition of aldehydes. The obtained formal allylation product, a Z-olefin having a sulfonate leaving group, was employed as a synthetically useful chiral alkylating agent.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc08691a