手性和溶剂控制的异吲哚亚胺与羟丙酮的非对映选择性 Mannich 反应：3-取代 3-氨基氧吲哚的合成。
Enantioselective and solvent-controlled diastereoselective Mannich reaction of isatin imines with hydroxyacetone: synthesis of 3-substituted 3-aminooxindoles.
机构信息
School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
出版信息
J Org Chem. 2012 Apr 6;77(7):3589-94. doi: 10.1021/jo202585w. Epub 2012 Mar 22.
PMID:22375896
Abstract
The diastereoselectively switchable enantioselective Mannich reaction of isatin imines with hydroxyacetone is reported. The chiral primary amino acid catalyzed this Mannich reaction to afford both anti- and syn-Mannich adducts in high yields, good diastereoselectivities, and enantioselectivities. The reason for the solvent control of the diastereoselectivity phenomenon was investigated.
摘要
报道了吲哚亚胺与羟基丙酮的非对映选择性可调对映选择性曼尼希反应。手性伯氨基酸催化了这种曼尼希反应，以高产率、良好的非对映选择性和对映选择性得到了反式和顺式曼尼希加成物。研究了溶剂控制非对映选择性现象的原因。
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