Enantioselective radical cyclisation reactions of 4-substituted quinolones mediated by a chiral template

A Bakowski, M Dressel, A Bauer, T Bach

文献索引：Bakowski, Aline; Dressel, Martina; Bauer, Andreas; Bach, Thorsten Organic and Biomolecular Chemistry, 2011 , vol. 9, # 9 p. 3516 - 3529

全文：HTML全文

被引用次数: 25

摘要

Six 4-substituted quinolones 6–8, which bear an ω-iodoalkyl chain, were prepared and subjected to reductive radical cyclisation conditions employing BEt3/O2 as the initiator and either Bu3SnH or TMS3SiH as hydride source. 4-(4-Iodobutyl)-quinolone (6a) and 4-(3- iodopropylthio)-quinolone (8a) gave the respective 6-endo-cyclisation products in good yields. 4-(3, 3-Dimethyl-4-iodobutyl)-quinolone (6b) cyclised in a 5-exo-fashion, while the ...