One-Pot Tandem Decarboxylative Allylation−Heck Cyclization of Allyl Diphenylglycinate Imines: Rapid Access to Polyfunctionalized 1-Aminoindanes

One-Pot Tandem Decarboxylative Allylation−Heck Cyclization of Allyl Diphenylglycinate Imines: Rapid Access to Polyfunctionalized 1-Aminoindanes

1-Aminoindanes are generated from allyl diphenylglycinate imines employing a “one-pot” palladium-catalyzed decarboxylative allylation−Heck cyclization cascade. Variation of both the aryl and allyl moieties leads to a diverse range of polycyclic imines, amenable to the synthesis of natural products a...

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Veröffentlicht in:Organic letters 2008-11, Vol.10 (22), p.5131-5134
Hauptverfasser: Fields, Wendy H, Khan, Ali K, Sabat, Michal, Chruma, Jason J
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Catalysis
Cyclization
Decarboxylation
Glycine - chemistry
Imines - chemistry
Indans - chemistry
Palladium - chemistry
Time Factors
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Zusammenfassung:1-Aminoindanes are generated from allyl diphenylglycinate imines employing a “one-pot” palladium-catalyzed decarboxylative allylation−Heck cyclization cascade. Variation of both the aryl and allyl moieties leads to a diverse range of polycyclic imines, amenable to the synthesis of natural products and other biologically relevant small molecules.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol801986m