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钯/烯胺协同催化酮与未活化烯烃的不对称氢烃官能化反应。

Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones.

机构信息

Department of Chemistry, University of South Florida, Tampa, FL 33620, USA.

Department of Neonatology, Shanghai Children's Hospital, Shanghai Jiao Tong University, Shanghai, Shanghai 200040, P.R.China.

出版信息

Org Biomol Chem. 2019 Jul 21;17(27):6607-6611. doi: 10.1039/c9ob01165j. Epub 2019 Jun 25.

Abstract

Synergistic palladium and enamine catalysis was explored to promote ketone addition to unactivated olefins. A secondary amine-based organocatalyst was identified as the optimal co-catalyst for the directed Pd-catalyzed alkene activation. Furthermore, asymmetric hydrocarbon functionalization of unactivated alkenes was also achieved with good to excellent yield (up to 96% yields) and stereoselectivity (up to 96% ee). This strategy presented an efficient approach to prepare α-branched ketone derivatives under mild conditions.

摘要

协同钯和烯胺催化被探索用于促进酮对未活化烯烃的加成。已鉴定出一种基于仲胺的有机催化剂作为导向 Pd 催化烯烃活化的最佳共催化剂。此外,未活化烯烃的不对称烃官能化也能以良好至优秀的产率(高达 96%)和立体选择性(高达 96%ee)实现。该策略为在温和条件下制备α-支链酮衍生物提供了一种有效的方法。

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