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通过 Rh 和 Jacobsen 的胺的协同催化实现醛和炔烃的立体发散偶联。

Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine.

机构信息

Department of Chemistry, University of California , Irvine, California 92697, United States.

出版信息

J Am Chem Soc. 2017 Jan 25;139(3):1029-1032. doi: 10.1021/jacs.6b10680. Epub 2017 Jan 11.

DOI:10.1021/jacs.6b10680
PMID:28074655
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9141309/
Abstract

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.

摘要

我们报告了一种 α-支链醛和炔烃之间的对映选择性偶联反应，可生成毗邻的季碳和叔碳立体中心。Rh 和有机催化剂组合的选择允许以高对映选择性、非对映选择性和区域选择性获得所有可能的立体异构体。我们的研究强调了催化的力量，它可以激活两个常见的官能团，并提供获得不同立体异构体和构象结构的途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/968b0d7df7f5/nihms-1774641-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/9044a30d349e/nihms-1774641-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/2f7b8bb5ea57/nihms-1774641-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/968b0d7df7f5/nihms-1774641-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/9044a30d349e/nihms-1774641-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/2f7b8bb5ea57/nihms-1774641-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ae04/9141309/968b0d7df7f5/nihms-1774641-f0005.jpg

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