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通过铱催化的烯丙基烷基化反应实现非环 α-季碳羧酸衍生物的对映选择性合成。

Enantioselective Synthesis of Acyclic α-Quaternary Carboxylic Acid Derivatives through Iridium-Catalyzed Allylic Alkylation.

机构信息

The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E. California Blvd, MC 101-20, Pasadena, CA, 91125, USA.

出版信息

Angew Chem Int Ed Engl. 2017 Sep 11;56(38):11545-11548. doi: 10.1002/anie.201707015. Epub 2017 Aug 9.

DOI:10.1002/anie.201707015
PMID:28722280
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5674796/
Abstract

The first highly enantioselective iridium-catalyzed allylic alkylation that provides access to products bearing an allylic all-carbon quaternary stereogenic center has been developed. The reaction utilizes a masked acyl cyanide (MAC) reagent, which enables the one-pot preparation of α-quaternary carboxylic acids, esters, and amides with a high degree of enantioselectivity. The utility of these products is further explored through a series of diverse product transformations.

摘要

首次发展了一种高对映选择性的铱催化烯丙基烷基化反应，可获得具有烯丙基全碳季立体中心的产物。该反应利用了掩蔽的酰基氰化物（MAC）试剂，可实现α-季碳羧酸、酯和酰胺的一锅法制备，具有高度的对映选择性。通过一系列不同的产物转化进一步探索了这些产物的用途。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/a067c0d160c7/nihms915640f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/f86578ff8712/nihms915640f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/a294ff8ac3a1/nihms915640f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/a067c0d160c7/nihms915640f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/f86578ff8712/nihms915640f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/a294ff8ac3a1/nihms915640f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b15/5674796/a067c0d160c7/nihms915640f3.jpg

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