Subscribe to RSS
DOI: 10.1055/s-2008-1077845
Pd/La Complex for anti-Selective Catalytic Asymmetric Nitroaldol Reactions
Contributor(s):Hisashi Yamamoto, Joshua P. AbellThe University of Tokyo, Japan
A Heterobimetallic Pd/La/Schiff Base Complex for anti-Selective Catalytic Asymmetric Nitroaldol Reactions and Applications to Short Syntheses of β-Adrenoceptor Agonists
Angew. Chem. Int. Ed. 2008, 47: 3230-3233
Publication History
Publication Date:
20 June 2008 (online)
Key words
Henry reaction - heterobimetallic - Schiff bases - palladium - lanthanum
Significance
A limited number of reports describe the anti-selective synthesis of chiral β-amino alcohols. This report describes the design of a simple and efficient catalyst with a broad substrate scope and practical applicability. The authors nicely demonstrate the short syntheses of two β-adrenoceptor agonists.
Comment
Typically the methods for the synthesis of anti-selective chiral β-amino alcohols require the activation of nitroalkanes to silylnitronates. The authors avoid this activation using their heterobimetallic catalysts extensively studied in their laboratory. This report states that palladium and lanthanum efficiently and selectively produce the desired anti-products in moderate to excellent yields.