Development of Enantioselective Palladium-Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans.

Development of Enantioselective Palladium-Catalyzed Alkene Carboalkoxylation Reactions for the Synthesis of Tetrahydrofurans.
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DOI:
10.1002/anie.201506884
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发表时间:
2015-11-02
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Wolfe JP
Wolfe JP
中科院分区:
其他
文献类型:
--
作者:
Hopkins BA;Garlets ZJ;Wolfe JP

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钯催化γ-羟基烯烃与溴代芳烃的偶联反应得到了对映体富集的2-(芳甲基)四氢呋喃衍生物,产率高达96:4。这种转变是通过开发一种新的TADDOL/2-芳基环己醇衍生的手性亚磷酸酯配体实现的。该转化对一系列不同的芳基溴是有效的,并且可用于制备具有季立体中心的产物。
The Pd-catalyzed coupling of γ-hydroxyalkenes with aryl bromides affords enantiomerically enriched 2-(arylmethyl)tetrahydrofuran derivatives in good yield and up to 96:4 er. This transformation was achieved through the development of a new TADDOL/2-arylcyclohexanol-derived chiral phosphite ligand. The transformations are effective with an array of different aryl bromides, and can be used for the preparation of products bearing quaternary stereocenters.