Sequential Aldol Condensation-Transition Metal-Catalyzed Addition Reactions of Aldehydes, Methyl Ketones, and Arylboronic Acids

Autor:	Yuan-Xi Liao, Qiao-Sheng Hu, Chun-Hui Xing, Matthew Israel
Rok vydání:	2011
Předmět:	Aldehydes Addition reaction Molecular Structure Tandem Extramural Chemistry Organic Chemistry chemistry.chemical_element Ketones Boronic Acids Methylation Biochemistry Article Catalysis Rhodium Transition metal Organic chemistry Molecule Aldol condensation Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 13:2058-2061
ISSN:	1523-7052 1523-7060
Popis:	Sequential aldol condensation of aldehydes with methyl ketones followed by transition metal-catalyzed addition reactions of arylboronic acids to form β-substituted ketones is described. By using the 1,1'-spirobiindane-7,7'-diol (SPINOL)-based phosphite, an asymmetric version of this type of sequential reaction, with up to 92% ee, was also realized. Our study provided an efficient method to access β-substituted ketones and might lead to the development of other sequential/tandem reactions with transition metal-catalyzed addition reactions as the key step.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a649f4e19f22cafdd82548cd07ab603d https://doi.org/10.1021/ol200457q Zobrazit plný text záznamu