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镍催化的简单烯烃的烯丙基取代反应。

Nickel-catalyzed allylic substitution of simple alkenes.

机构信息

Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 18-492, Cambridge, MA 02139, USA.

出版信息

Chem Asian J. 2011 Jul 4;6(7):1860-75. doi: 10.1002/asia.201000875. Epub 2011 Mar 8.

DOI:10.1002/asia.201000875
PMID:21387565
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3224962/
Abstract

This report describes a nickel-catalyzed allylic substitution process of simple alkenes whereby an important structural motif, a 1,4-diene, was prepared. The key to success is the use of an appropriate nickel-phosphine complex and a stoichiometric amount of silyl triflate. Reactions of 1-alkyl-substituted alkenes consistently provided 1,1-disubstituted alkenes with high selectivity. Insight into the reaction mechanism as well as miscellaneous application of the developed catalytic process is also documented.

摘要

本报告描述了一种镍催化的简单烯烃烯丙基取代过程，通过该过程可以制备重要的结构基序 1,4-二烯。成功的关键是使用合适的镍-膦配合物和化学计量的三氟甲磺酸硅酯。1-烷基取代的烯烃的反应通常以高选择性提供 1,1-二取代的烯烃。还记录了对反应机理的深入了解以及所开发的催化过程的各种应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/247ccd5c8b71/nihms-308263-f0022.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/e0fd88301583/nihms-308263-f0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/00747480f166/nihms-308263-f0011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/9b9c24fd3b47/nihms-308263-f0012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/1492d0326451/nihms-308263-f0013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/69e387d0a9f7/nihms-308263-f0014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/882c9d6293a3/nihms-308263-f0015.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/7a69a12db270/nihms-308263-f0018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/3013d5d77d29/nihms-308263-f0019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/428d/3224962/de446584385c/nihms-308263-f0020.jpg
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