摘要
本文成功合成了4种基于联二萘酚骨架的手性双胍-酰胺类催化剂,并将其应用于邻羟基苯甲醛亚甲胺叶立德与不饱和吖内酯的1,3-偶极环加成和分子内串联反应。研究表明,在室温下以CHCl_(3)作为溶剂、轴手性胍(1b,10(mol)%)作为催化剂,反应12h,能以较好的收率(73%~88%)和较高的对映选择性(72%~86%)得到苯并吡喃衍生物。
In this paper,four chiral biguanide-amide catalysts based on the BINOL framework were successfully synthesized and applied to the 1,3-dipolar cycloaddition and intramolecular tandem reaction of o-hydroxybenzaldehyde ylide and unsaturated azlactone.Using CHCl3 as the solvent and axial chiral guanidine(1 b,10(mol)%)as the catalyst,reacting at room temperature for 12 hours,a series of benzopyran derivatives can be obtained with good yield(73%~88%)and high enantioselectivity(72%~86%).
作者
张敏
李淼
秦婷
陈治明
Zhang Min;Li Miao;Qin Ting;Chen Zhiming(College of Chemistry and Materials Science,Guizhou Normal University,Guizhou Provincial Key Laboratory of Functional Materials Chemistry,Guiyang,550001)
出处
《化学通报》
CAS
CSCD
北大核心
2021年第5期480-485,共6页
Chemistry
基金
国家自然科学基金项目(21362006)资助。
关键词
轴手性胍
1
3-偶极环加成
分子内串联反应
Axial chiral guanidine
1
3-Dipole ring addition
Intramolecular tandem reaction