Discovery of exceptionally efficient catalysts for solvent-free enantioselective hetero-Diels-Alder reaction

被引:187
|
作者
Long, J [1 ]
Hu, JY [1 ]
Shen, XQ [1 ]
Ji, BM [1 ]
Ding, KL [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/ja0172518
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Combinatorial coordination chemistry strategy combined with high-throughput screening techniques has been successfully applied to engineering practical enantioselective catalysts for asymmetric hetero-Diels-Alder reaction. The reaction of Danishefsky's diene with a variety of aldehydes can be carried out with 0.1-0.005 mol % of H4-BINOL/Ti/H4-BINOL or H4-BINOL/Ti/H8-BINOL catalysts at room temperature under solvent- and MS-free conditions to afford dihydropyrone derivatives with up to quantitative yield and 99.8% ee. Copyright © 2002 American Chemical Society.
引用
收藏
页码:10 / 11
页数:2
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