双功能磺酰胺的合成及不对称催化羟醛缩合反应研究  

Synthesis of Bifunctional Sulfonamides and Study on the Catalytic Asymmetric Aldol Reaction

作　　者：宣宜宁[1] 罗艳[1] 

机构地区：[1]广东药学院药科学院,广东广州510006

出　　处：《广东化工》2014年第13期37-38,共2页Guangdong Chemical Industry

基　　金：广东药学院药科学院青年教师科研培育基金

摘　　要：合成了一系列单磺酰化手性二胺,并用于催化丙酮与对硝基苯甲醛的不对称羟醛缩合反应。研究了手性二胺以及磺酰基结构对反应的影响,也研究了添加剂对反应的影响。对催化剂进行筛选,发现对硝基苯磺酰基取代的(1 S,2 S)-1,2-二苯基乙二胺为最佳催化剂,采用苯甲酸作为添加剂,反应可取得中等收率与对映选择性。A series of monosulfonamide were synthesized from chiral diamines and were used as the catalysts for asymmetric aldol reaction between acetone and p-nitrobenzaldehyde. The structure effects of the diamines and the sulfonyl groups were investigated. The effect of additive was also studied. Among all the screened catalysts, the monosulfonamide derived from （1 S, 2 S）-1,2-diphenylethane-1,2-diamine was identified as the best catalyst for the reaction. In the presence of the catalyst and benzoic acid, the reaction was achieved with moderate yield and enantioselectivity.

关 键 词：不对称催化 羟醛缩合 手性二胺 

分 类 号：O621.25[理学—有机化学] O621.3[理学—化学]