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金(I)催化的烯丙醇与环状脲和相关亲核试剂的胺化反应。

Gold(I)-catalyzed amination of allylic alcohols with cyclic ureas and related nucleophiles.

机构信息

Duke University, Department of Chemistry, French Family Science Center, Durham, North Carolina 27708-0346, USA.

出版信息

Org Lett. 2010 Mar 19;12(6):1184-7. doi: 10.1021/ol902923e.

DOI:10.1021/ol902923e
PMID:20180519
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2929168/
Abstract

A 1:1 mixture of [P(t-Bu)(2)-o-biphenyl]AuCl and AgSbF(6) catalyzes the intermolecular amination of allylic alcohols with 1-methylimidazolidin-2-one and related nucleophiles that, in the case of gamma-unsubstituted or gamma-methyl-substituted allylic alcohols, occurs with high gamma-regioselectivity and syn-stereoselectivity.

摘要

1:1 混合物[P(t-Bu)(2)-o-联苯]AuCl 和 AgSbF(6) 催化烯丙醇与 1-甲基咪唑烷-2-酮和相关亲核试剂的分子间胺化反应,对于γ-未取代或γ-甲基取代的烯丙醇,反应具有高γ-区域选择性和 syn-立体选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/d498e5d36e70/nihms182257f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/26ea79cf6b6b/nihms182257f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/674461dd7a8f/nihms182257f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/5e8bfcb4251a/nihms182257f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/70335cc6dc03/nihms182257f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/d498e5d36e70/nihms182257f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/26ea79cf6b6b/nihms182257f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/674461dd7a8f/nihms182257f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/5e8bfcb4251a/nihms182257f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/70335cc6dc03/nihms182257f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc97/2929168/d498e5d36e70/nihms182257f5.jpg

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2
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Angew Chem Int Ed Engl. 2009;48(50):9533-7. doi: 10.1002/anie.200904388.
3
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ChemistryOpen. 2015 Oct 28;5(1):65-70. doi: 10.1002/open.201500187. eCollection 2016 Feb.
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Chemistry. 2015 Sep 21;21(39):13748-57. doi: 10.1002/chem.201501607. Epub 2015 Aug 6.
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