Bou-Hamdan Farhan R, Leighton James L
Department of Chemistry, Columbia University, New York, NY 10027, USA.
Angew Chem Int Ed Engl. 2009;48(13):2403-6. doi: 10.1002/anie.200806110.
"Quat's" the story? N-Aryl amides are effective directing/activating groups for chlorosilane Lewis acids. This aspect has been exploited for the development of the first simple and general method for the highly enantioselective Pictet-Spengler reaction of ketimines derived from alpha-ketoamides leading to quaternary alpha-amino acid derivatives (see scheme).
这是怎么回事?N-芳基酰胺是氯硅烷路易斯酸有效的导向/活化基团。这一点已被用于开发第一种简单通用的方法,用于由α-酮酰胺衍生的酮亚胺的高度对映选择性皮克特-施彭格勒反应,生成季铵化α-氨基酸衍生物(见图)。