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Highly Enantioselective Synthesis of 2,3-Dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones via Catalytic Asymmetric Intramolecular Cascade Imidization–Nucleophilic Addition–Lactamization
Organic Letters ( IF 4.9 ) Pub Date : 2014-12-03 00:00:00 , DOI: 10.1021/ol5031603
Yuwei He , Chuyu Cheng , Bin Chen , Kun Duan , Yue Zhuang , Bo Yuan , Meisan Zhang , Yougui Zhou , Zihong Zhou , Yu-Jun Su , Rihui Cao , Liqin Qiu 1
Affiliation  

Highly enantioselective catalytic asymmetric intramolecular cascade imidization–nucleophilic addition–lactamization of N1-alkylethane-1,2-diamine with methyl 2-formylbenzoate catalyzed by a chiral phosphoric acid represents the first efficient method for the preparation of medicinally interesting chiral 2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones with high yields and excellent enantioselectivities. This strategy has been shown to be quite general toward various methyl 2-formylbenzoates.

中文翻译:

催化不对称分子间亚酰胺化-亲核加成-内酰胺化反应高对映选择性合成2,3-二氢-1 H-咪唑并[2,1 - a ] isoindol-5(9b H)-ones

手性磷酸催化N 1-烷基乙烷-1,2-二胺与2-甲酰基苯甲酸甲酯的高对映选择性催化不对称分子内级联酰亚胺化-亲核加成-内酰胺化是制备具有医学意义的手性2,3-手性化合物的第一种有效方法二氢-1 H-咪唑并[2,1- a ] isoindol-5(9b H)-具有高收率和优异的对映选择性。已经显示出该策略对于各种2-甲酰基苯甲酸甲酯是相当普遍的。
更新日期:2014-12-03
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