Catalytic Enantioselective Petasis-Type Reaction of Quinolines Catalyzed by a Newly Designed Thiourea Catalyst

Catalytic Enantioselective Petasis-Type Reaction of Quinolines Catalyzed by a Newly Designed Thiourea Catalyst

A newly designed thiourea catalyst provides sufficient activation of organoboronic acids to facilitate the enantioselective Petasis transformation of quinolines even at low temperatures. A high degree of stereocontrol was achieved in the reaction of various quinolines and organoboronic acids by usin...

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Veröffentlicht in:Journal of the American Chemical Society 2007-05, Vol.129 (21), p.6686-6687
Hauptverfasser: Yamaoka, Yousuke, Miyabe, Hideto, Takemoto, Yoshiji
Format: Artikel
Sprache:eng
Schlagworte:
Boronic Acids - chemistry
Catalysis
Quinolines - chemistry
Thiourea - analogs & derivatives
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Zusammenfassung:A newly designed thiourea catalyst provides sufficient activation of organoboronic acids to facilitate the enantioselective Petasis transformation of quinolines even at low temperatures. A high degree of stereocontrol was achieved in the reaction of various quinolines and organoboronic acids by using a combination of H2O and NaHCO3 as additives.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja071470x