Laboratory of Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
J Am Chem Soc. 2010 Dec 8;132(48):17074-6. doi: 10.1021/ja107897t. Epub 2010 Nov 15.
Asymmetric conjugate addition of α-heterosubstituted aldehydes such as α-amido and α-alkoxy aldehydes to vinyl sulfone was effected under the influence of structurally rigid trans-diamine-based Tf-amido organocatalyst (S,S)-2 with a dihydroanthracene framework to furnish α,α-dialkyl(amido)aldehydes and α,α-dialkyl(alkoxy)aldehydes with high enantioselectivity. The chiral efficiency of the structurally unique catalyst (S,S)-2 is apparent in comparison with (S,S)-1 and (S,S)-4 with similar functionality.
在刚性结构的反式二胺衍生的 Tf-酰胺有机催化剂 (S,S)-2 的影响下，实现了 α-杂取代的醛（如 α-酰胺和 α-烷氧基醛）与乙烯砜的不对称共轭加成，以高对映选择性得到 α,α-二烷基（酰胺）醛和 α,α-二烷基（烷氧基）醛。与具有类似功能的 (S,S)-1 和 (S,S)-4 相比，结构独特的催化剂 (S,S)-2 的手性效率明显更高。
