用于合成取代硫代色满的有机催化高对映选择性串联迈克尔-克诺文纳格尔反应
Organocatalytic Highly Enantioselective Tandem Michael-Knoevenagel Reaction for the Synthesis of Substituted Thiochromanes.
作者信息
Dodda Rajasekhar, Mandal Tanmay, Zhao Cong-Gui
机构信息
Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, TX 78249-0698, USA.
出版信息
Tetrahedron Lett. 2008 Mar 17;49(12):1899-1902. doi: 10.1016/j.tetlet.2008.01.113.
Abstract
Enantioenriched tetrasubstituted thiochromanes have been synthesized using a tandem Michael addition-Knoevenagel reaction between 2-mercaptobenzaldehydes and benzylidenemalonates with a 9-epi-aminoquinine thiourea derivative as the catalyst. Steric and electron effects were found to affect profoundly the enantioselectivity and diastereoselectivity of the reaction.
摘要
使用2-巯基苯甲醛与亚苄基丙二酸酯之间的串联迈克尔加成-克诺文纳格尔反应，以9-表-氨基奎宁硫脲衍生物为催化剂，合成了对映体富集的四取代硫代色满。发现空间效应和电子效应深刻影响反应的对映选择性和非对映选择性。
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