3-取代BINOL酰胺催化合成杂环酮衍生物

Synthesis of heterocyclic ketone derivatives catalyzed by 3-substituted BINOL amides

探究了高效合成杂环酮衍生物的方法:用3-取代BINOL酰胺(Ⅰ~Ⅴ)催化杂环酮与醛的羟醛缩合反应中,高收率、高对映选择性地合成了杂环酮衍生物,并考察其催化活性.研究结果表明:Ⅰ(x=15%)为催化剂,CH2Cl2为溶剂,于0℃反应24 h,杂环酮与醛能有效进行羟醛缩合反应,获得较好的收率(最高89%)和较高的对映选择性(最高91%ee)

The highly efficient method of synthesizing heterocyclic ketone derivatives was explored.In the aldol condensation reaction of heterocyclic ketone with aldehyde catalyzed by 3-substituted BINOL amide(Ⅰ~Ⅴ),the heterocyclic ketone derivatives were synthesized with high yield and high enantioselectivities,and their catalytic activity was investigated.The results demonstrated that in the presence of shaft chiral catalystⅠ(x=15%),the aldol condensation reaction between heterocyclic ketone and aldehyde can be effectively carried out,under the conditions of 0℃in CH2 Cl2.Both higher yield(up to 89%)and better enantioselectivities(up to 91%ee)could be obtained.