A Short Scalable Route to (−)-α-Kainic Acid Using Pt-Catalyzed Direct Allylic Amination

Autor:	Kenji Watanabe, Ming Zhang, Masafumi Tsukamoto, Hiroyuki Morimoto, Ryozo Shibuya, Takashi Ohshima
Rok vydání:	2015
Předmět:	chemistry.chemical_classification Allylic rearrangement Kainic Acid Molecular Structure Organic Chemistry Allyl compound Total synthesis Homogeneous catalysis General Chemistry Catalysis Amino acid Allyl Compounds chemistry Cyclization Yield (chemistry) Organic chemistry Amination Platinum
Zdroj:	Chemistry - A European Journal. 21:3937-3941
ISSN:	0947-6539
Popis:	An increased supply of scarce or inaccessible natural products is essential for the development of more sophisticated pharmaceutical agents and biological tools, and thus the development of atom-economical, step-economical and scalable processes to access these natural products is in high demand. Herein we report the development of a short, scalable total synthesis of (−)-α-kainic acid, a useful compound in neuropharmacology that is, however, limited in supply from natural resources. The synthesis features sequential platinum-catalyzed direct allylic aminations and thermal ene-cyclization, enabling the gram-scale synthesis of (−)-α-kainic acid in six steps and 34 % overall yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8da92e97ce2d0203150e39d94a5ba53b https://doi.org/10.1002/chem.201406557 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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