Lanter James C, Chen Hongfeng, Zhang Xuqing, Sui Zhihua
Department of Medicinal Chemisty, Johnson & Johnson Pharmaceutical Research and Development, 1000 Route 202S, Raritan, New Jersey 08869, USA.
Org Lett. 2005 Dec 22;7(26):5905-7. doi: 10.1021/ol0525258.
[reaction: see text] An asymmetric intermolecular aza variant of the Mannich reaction is reported utilizing chiral sulfinimine anions as the nucleophile and N-sulfonyl aldimines as the electrophilic component. A wide range of nucleophiles and electrophiles are tolerated by the reaction conditions, delivering the condensation products in good to excellent yield with a high degree of stereocontrol. Application of this methodology to the total synthesis of a natural product is reported.
[反应：见正文] 报道了一种不对称分子间氮杂曼尼希反应变体，该反应使用手性亚磺酰亚胺阴离子作为亲核试剂，N-磺酰基亚胺作为亲电组分。该反应条件能够耐受多种亲核试剂和亲电试剂，以良好至优异的产率提供缩合产物，并具有高度的立体控制。报道了该方法在天然产物全合成中的应用。
