Vanden Eynden Matthew J, Stambuli James P
Department of Chemistry, Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio 43210, USA.
Org Lett. 2008 Nov 20;10(22):5289-91. doi: 10.1021/ol802173r. Epub 2008 Oct 28.
Pictet-Spengler reactions of m-tyramine and aldehydes produced tetrahydroisoquinolines in the presence of a catalytic amount of Ca[OCH(CF3)2]2. This reaction occurs with a variety of aryl, heteroaryl, and alkyl aldehydes, producing tetrahydroisoquinolines in high yield and with high regioselectivity. This calcium-promoted Pictet-Spengler reaction provides a mild alternative to the traditional Brønsted acids typically employed in these reactions.
在催化量的Ca[OCH(CF3)2]2存在下，间酪氨酸与醛发生 Pictet-Spengler 反应生成四氢异喹啉。该反应适用于多种芳基、杂芳基和烷基醛，能以高收率和高区域选择性生成四氢异喹啉。这种钙促进的 Pictet-Spengler 反应为这些反应中通常使用的传统布朗斯特酸提供了一种温和的替代方法。
