Gold(I)-Catalyzed Intramolecular Hydroamination of Alkenyl Carbamates

Gold(I)-Catalyzed Intramolecular Hydroamination of Alkenyl Carbamates

Gold for rings: Reaction of alkenyl carbamates such as 1 in the presence of [Au{P(tBu)2(o‐biphenyl)}]Cl and AgOTf led to nitrogen heterocycles (e.g. 2). This AuI‐catalyzed intramolecular hydroamination tolerates a range of labile carbamates and substitution patterns and can be applied to the synthes...

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Veröffentlicht in:Angewandte Chemie International Edition 2006-03, Vol.45 (11), p.1747-1749
Hauptverfasser: Han, Xiaoqing, Widenhoefer, Ross A.
Format: Artikel
Sprache:eng
Schlagworte:
alkenes
Alkenes - chemistry
Amination
amines
Amines - chemical synthesis
Carbamates - chemistry
Catalysis
gold
Gold - pharmacology
homogeneous catalysis
hydroamination
Organometallic Compounds - chemical synthesis
Organometallic Compounds - chemistry
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Zusammenfassung:Gold for rings: Reaction of alkenyl carbamates such as 1 in the presence of [Au{P(tBu)2(o‐biphenyl)}]Cl and AgOTf led to nitrogen heterocycles (e.g. 2). This AuI‐catalyzed intramolecular hydroamination tolerates a range of labile carbamates and substitution patterns and can be applied to the synthesis of bicyclic carbamates and protected piperidines. Cbz=benzyloxycarbonyl.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200600052