手性双氮杂菲铑配合物催化 Z-烯酰胺和烯醇酯的不对称氢甲酰化反应。
Asymmetric hydroformylation of Z-enamides and enol esters with rhodium-bisdiazaphos catalysts.
机构信息
Department of Chemistry, University of Wisconsin-Madison , 1101 University Avenue, Madison, Wisconsin 53706, United States.
出版信息
J Am Chem Soc. 2014 Oct 15;136(41):14583-8. doi: 10.1021/ja507701k. Epub 2014 Oct 2.
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.
Z-烯酰胺和 Z-烯醇酯的不对称氢甲酰化（AHF）提供了高选择性和原子经济性的手性，α-功能化醛。铑双二氮杂磷环烷催化剂在温和的反应条件和低催化剂负载下使这些具有挑战性的双取代底物的氢甲酰化成为可能。L-DOPA 的保护类似物的合成证明了 AHF 在对映选择性、原子经济性肽前体合成中的实用性。
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