Enantioselective Friedel-Crafts Reactions in Water Using a DNA-Based Catalyst

Enantioselective Friedel-Crafts Reactions in Water Using a DNA-Based Catalyst
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DOI:
10.1002/anie.200900371
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发表时间:
2009-01-01
影响因子:
16.6
通讯作者:
Roelfes, Gerard
Roelfes, Gerard
中科院分区:
化学1区
文献类型:
--
作者:
Boersma, Arnold J.;Feringa, Ben L.;Roelfes, Gerard

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第一个例子是路易斯酸催化水中的不对称Friedel-Craft烷基化反应。在α,β-不饱和2-酰基咪唑与杂芳族π 亲核试剂的反应中,使用负载量为0.15摩尔 %的DNA基铜催化剂,获得了较高的产率和良好的对映选择性。Dmbpy=4,4‘-二甲基-2,2’-联吡啶。
Taking the plunge: The first example of a Lewis acid catalyzed asymmetric Friedel–Crafts alkylation with olefins in water is described. By using loadings of a DNA‐based copper catalyst as low as 0.15 mol %, good yields and excellent enantioselectivities were obtained in the reaction of α,β‐unsaturated 2‐acyl imidazoles with heteroaromatic π nucleophiles. dmbpy=4,4′‐dimethyl‐2,2′‐bipyridine.