Tian Xu, Jiang Kun, Peng Jing, Du Wei, Chen Ying-Chun
Key Laboratory of Drug-Targeting and Drug Deliver System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Org Lett. 2008 Aug 21;10(16):3583-6. doi: 10.1021/ol801351j. Epub 2008 Jul 19.
The asymmetric Mannich reaction of 3-substituted oxindoles and N-Boc imines was investigated for the first time, employing bifunctional thiourea-tertiary amine organocatalysts based on DPEN scaffold. The novel transformations exhibited high diastereoselectivities, and the Mannich adducts bearing adjacent quaternary and tertiary chiral centers were generally obtained in good to excellent enantioselectivities (up to 95% ee).
首次研究了基于DPEN骨架的双功能硫脲-叔胺有机催化剂催化3-取代氧化吲哚与N-叔丁氧羰基亚胺的不对称曼尼希反应。这些新的转化反应表现出高非对映选择性，且通常能以良好至优异的对映选择性（高达95% ee）得到含有相邻季碳和叔碳手性中心的曼尼希加合物。
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