手性伯胺催化剂用于顺式选择性的不对称Cross-Aldol反应  

Chiral Primary Amine Organocatalysts for Syn-selective Asymmetric Cross-Aldol Reactions

作　　者：高强[1,2] 刘 卢胜梅[1] 李灿[1] 

机构地区：[1]中国科学院大连化学物理研究所催化基础国家重点实验室,辽宁大连116023 [2]中国科学院研究生院,北京100049

出　　处：《催化学报》2011年第6期899-903,共5页

基　　金：国家自然科学基金创新群体项目(20921092);中荷战略科学联盟计划(2008DFB50130)~~

摘　　要：基于酸碱作用,将手性伯胺与质子酸原位结合制得有机小分子催化剂,并用于醛与醛的不对称Cross-aldol反应.与一般手性仲胺催化剂不同,该类伯胺催化剂得到的是顺式选择性构型的Cross-aldol产物,其产率达90%,顺反比和ee值分别为9:1和90%.相比而言,采用简单易得的(1S,2S)-(+)-环己二胺即可得到较高选择性的顺式产物.Based on the ＂acid-base＂ interaction strategy,organocatalysts for the asymmetric cross-aldol reaction were synthesized by the in situ combination of chiral primary amines with protonic acids.Unlike general secondary amine catalysts that give anti-selective products,as-prepared primary amine catalysts can give syn-selective cross-aldol products with high yield and high selectivity （up to 90% yield,90：10 syn/anti ratio,90% ee）.Compared with the complex synthesis of the reported catalysts,the primary amine catalyst that gave the best results was easily prepared using commercial available （1S,2S）-（＋）-cyclohexanediamine.

关 键 词：手性伯胺 有机催化 不对称催化 Cross-aldol反应 

分 类 号：O643.32[理学—物理化学]