ChemInform Abstract: Catalytic Asymmetric Synthesis of α-Alkylidene-β-hydroxy Esters via Dynamic Kinetic Asymmetric Transformation Involving Ba-Catalyzed Direct Aldol Reaction

Autor:	Shigeki Matsunaga, Akitake Yamaguchi, Masakatsu Shibasaki
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Aldol reaction Chemistry Aryl Enantioselective synthesis General Medicine Selectivity Kinetic energy Medicinal chemistry Isomerization Alkyl Catalysis
Zdroj:	ChemInform. 41
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.201001089
Popis:	A Ba-catalyzed dynamic kinetic asymmetric transformation (DYKAT) involving a direct aldol/retro-aldol reaction of β,γ-unsaturated ester donors is described. A Ba(O-iPr)2/BINOL complex promoted the direct aldol reaction/isomerization sequence, and α-alkylidene-β-hydroxy esters were obtained from aryl, heteroaryl, alkenyl, and alkyl aldehydes under simple proton-transfer conditions with 99−87% ee and >20:1 to 15:1 α/γ selectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2083bd8da4699afe8899372532a6b789 https://doi.org/10.1002/chin.201001089 Zobrazit plný text záznamu Plný text