Zinc Acetate Catalyzed Enantioselective Reductive Aldol Reaction of Ketones

被引:13
作者
Weglarz, Izabela [1 ]
Szewczyk, Marcin [2 ]
Mlynarski, Jacek [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
[2] Jagiellonian Univ, Fac Chem, Gronostajowa 2, PL-30387 Krakow, Poland
关键词
asymmetric synthesis; aldol reaction; zinc; hydrosilylation; ketones; HYDROSILYLATION; CYCLIZATIONS; DERIVATIVES; EFFICIENT; ALCOHOLS; MICHAEL; IMINES;
D O I
10.1002/adsc.201901457
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A highly enantioselective method for the synthesis of beta-hydroxy esters via reductive aldol reaction of acrylates with aryl and heteroaromatic ketones is described. In situ generated catalyst composed of zinc acetate and chiral diamine afforded enantioenriched tertiary alcohols in high yields and with excellent enantioselectivity (up to 91% ee). This is also the first successful application of the zinc hydride reagent in stereoselective reductive aldol reactions of ketones.
引用
收藏
页码:1532 / 1536
页数:5
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