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手性salen-AlCl配合物介导的高非对映选择性逆电子需求(IED)狄尔斯-阿尔德反应:首次以目标为导向合成作为潜在抗菌剂的吡喃并喹啉。

Highly diastereoselective inverse electron demand (IED) Diels-Alder reaction mediated by chiral salen-AlCl complex: the first, target-oriented synthesis of pyranoquinolines as potential antibacterial agents.

作者信息

Magesh Chinnian J, Makesh Sarasu V, Perumal Paramasivan T

机构信息

Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai 600 020, India.

出版信息

Bioorg Med Chem Lett. 2004 May 3;14(9):2035-40. doi: 10.1016/j.bmcl.2004.02.057.

Abstract

The first, target-oriented synthesis of pyranoquinolines as potential antibacterial agents by inverse electron demand (IED) Diels-Alder reaction using chiral salen-AlCl complex has been accomplished, the reactions proceed with moderate yields, and a very high degree of diastereoselectivity (>90%). The diastereoselectivity-enhanced pyranoquinolines exhibit potential bactericidal activity against seven strains of pathogenic gram-negative bacteria.

摘要

首次通过使用手性salen-AlCl络合物的逆电子需求(IED)狄尔斯-阿尔德反应,以潜在抗菌剂为目标合成了吡喃并喹啉,反应产率适中,非对映选择性非常高(>90%)。非对映选择性增强的吡喃并喹啉对七种致病性革兰氏阴性菌菌株表现出潜在的杀菌活性。

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