手性胍催化酮与1,4-二噻烷-2,5-二醇的串联反应  

Domino reaction between ketone and 1,4-dithiane-2,5-diol catalyzed by chiral guanidine

作　　者：秦婷 莫丽 陈平平 陈治明 QIN Ting;MO Li;CHEN Ping-ping;CHEN Zhi-ming(Key Laboratory of Functional Materials Chemistry of Guizhou Province,School of Chemistry and Materials Science,Guizhou Normal University,Guiyang 550001,China)

机构地区：[1]贵州师范大学化学与材料科学学院,贵州省功能材料化学重点实验室,贵州贵阳550001

出　　处：《化学研究与应用》2020年第7期1267-1273,共7页Chemical Research and Application

基　　金：国家自然科学基金项目(21362006)资助。

摘　　要：合成了三种轴手性多氢键胍催化剂,并将其用于催化α,β-不饱和酮和1,4-二噻烷-2,5-二醇的不对称Sulfa-Michael/Aldol串联反应。研究表明:在室温(25℃)时,2mL THF作为溶剂,轴手性胍(1c)作为催化剂,催化剂1c用量为10mol%,能较好地串联该反应,并以较好的收率(75~88%)和较高的对映选择性(80~89%ee)以及较好的非对映选择性(>94∶6 dr)获得了目标产物。Three chiral polyhydrogen-bonded guanidine catalysts were synthesized and used to catalyze the asymmetric Sulfa-Michael/Aldol tandem reaction betweenα,β-unsaturated ketones and 1,4-dithiane-2,5-diols.Studies were acheved when the reaction was performormed in 2mL of THF in the presence of 10mol%of axial chiral guanidine catalyst of 1c.The target product was obtained with good yield(75~88%),high enantioselectivity(80~89%ee)and good diastereoselectivity(>94∶6 dr).

关 键 词：轴手性胍 催化剂 Sulfa-Michael/Aldol串联反应 

分 类 号：O643.36[理学—物理化学]