A Highly Enantioselective Overman Rearrangement through Asymmetric Counteranion-Directed Palladium Catalysis

A Highly Enantioselective Overman Rearrangement through Asymmetric Counteranion-Directed Palladium Catalysis
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DOI:
10.1002/anie.201103843
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发表时间:
2011-01-01
影响因子:
16.6
通讯作者:
List, Benjamin
List, Benjamin
中科院分区:
化学1区
文献类型:
--
作者:
Jiang, Gaoxi;Halder, Rajkumar;List, Benjamin

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手性TRIP阴离子与简单的商业上可用的聚环相结合,提供了一种高活性的催化剂,用于高产率地将烯丙基酰亚胺对映体选择性重排为相应的酰胺产品(见方案)。立体选择性完全是由手性磷酸阴离子诱导的,尽管催化剂络合物含有手性聚环(见图)。
The chiral TRIP anion combined with a simple commercially available palladacycle furnishes a highly active catalyst for the enantioselective rearrangement of allylic imidates to the corresponding amide products in high yields (see scheme). The stereoselectivity is induced entirely by the chiral phosphate anion although the catalyst complex contains a chiral palladacycle (see scheme).