Asymmetric Hydroformylation of Z-Enamides and Enol Esters with Rhodium-Bisdiazaphos Catalysts

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• 作者：M. Leigh Abrams ; Floriana Foarta ; Clark R. Landis
• 刊名：Journal of the American Chemical Society
• 出版年：2014
• 出版时间：October 15, 2014
• 年：2014
• 卷：136
• 期：41
• 页码：14583-14588
• 全文大小：448K
• ISSN：1520-5126

文摘

Asymmetric hydroformylation (AHF) of Z-enamides and Z-enol esters provides chiral, alpha-functionalized aldehydes with high selectivity and atom economy. Rh-bisdiazaphospholane catalysts enable hydroformylation of these challenging disubstituted substrates under mild reaction conditions and low catalyst loadings. The synthesis of a protected analog of l-DOPA demonstrates the utility of AHF for enantioselective, atom-efficient synthesis of peptide precursors.