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对映选择性 - 杂环卡宾催化的烷基吡啶鎓的亲核去芳构化反应

Enantioselective -heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.

作者信息

Flanigan Darrin M, Rovis Tomislav

机构信息

Department of Chemistry , Colorado State University , Fort Collins , CO 80523 , USA.

出版信息

Chem Sci. 2017 Sep 1;8(9):6566-6569. doi: 10.1039/c7sc02648j. Epub 2017 Aug 3.

DOI:10.1039/c7sc02648j
PMID:28989683
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5627355/
Abstract

NHC-catalyzed nucleophilic dearomatization of alkyl pyridiniums has been achieved to generate 1,4-dihydropyridines with high enantioselectivity. This is a rare example of catalytic, asymmetric addition of a nucleophile to the activated pyridinium that prefers C-4 functionalization leading to the 1,4-dihydropyridine with high selectivity.

摘要

已实现NHC催化的烷基吡啶鎓的亲核去芳构化反应，以高对映选择性生成1,4-二氢吡啶。这是亲核试剂对活化吡啶鎓进行催化不对称加成的罕见例子，该反应优先进行C-4官能化，从而以高选择性生成1,4-二氢吡啶。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/1bac40293bbf/c7sc02648j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/9116685abdea/c7sc02648j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/56f5f5fd62fd/c7sc02648j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/18dea98eca80/c7sc02648j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/1bac40293bbf/c7sc02648j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/9116685abdea/c7sc02648j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/56f5f5fd62fd/c7sc02648j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/18dea98eca80/c7sc02648j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5f90/5627355/1bac40293bbf/c7sc02648j-s4.jpg

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