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分子间金属催化的二烯、丙二烯和炔与羰基化合物和亚胺的还原偶联。

Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines.

机构信息

Department of Chemistry , University of Texas at Austin , Welch Hall A5300, 105 East 24th Street , Austin , Texas 78712 , United States.

出版信息

Chem Rev. 2018 Jun 27;118(12):6026-6052. doi: 10.1021/acs.chemrev.8b00213. Epub 2018 Jun 13.

DOI:10.1021/acs.chemrev.8b00213
PMID:29897740
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6203947/
Abstract

Metal-catalyzed reductive coupling has emerged as an alternative to the use of stoichiometric organometallic reagents in an increasingly diverse range of carbonyl and imine additions. In this review, the use of diene, allene, and enyne pronucleophiles in intermolecular carbonyl and imine reductive couplings are surveyed, along with related hydrogen autotransfer processes.

摘要

金属催化的还原偶联已成为替代使用化学计量有机金属试剂的一种方法，在越来越多的羰基和亚胺加成反应中得到了应用。在这篇综述中，调查了二烯、丙二烯和炔烃前体亲核试剂在分子间羰基和亚胺还原偶联中的应用，以及相关的氢自动转移过程。

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4
Nickel-Catalyzed Homoallylation of Aldehydes and Ketones with 1,3-Dienes and Complementary Promotion by Diethylzinc or Triethylborane.镍催化醛和酮与1,3 - 二烯的高烯丙基化反应以及二乙基锌或三乙基硼烷的互补促进作用
Angew Chem Int Ed Engl. 1999 Feb 1;38(3):397-400. doi: 10.1002/(SICI)1521-3773(19990201)38:3<397::AID-ANIE397>3.0.CO;2-Y.
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Asymmetric Construction of Fluoroalkyl Tertiary Alcohols through a Three-Component Reaction of (Bpin), 1,3-Enynes, and Fluoroalkyl Ketones Catalyzed by a Copper(I) Complex.通过铜（I）配合物催化的（Bpin）、1,3-烯炔和氟烷基酮的三组分反应不对称构建氟烷基叔醇。
Org Lett. 2018 Feb 16;20(4):1070-1073. doi: 10.1021/acs.orglett.7b04039. Epub 2018 Feb 8.
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A Regio- and Enantioselective CuH-Catalyzed Ketone Allylation with Terminal Allenes.区域和对映选择性 CuH 催化酮与末端烯丙基的加成反应。
J Am Chem Soc. 2018 Feb 14;140(6):2007-2011. doi: 10.1021/jacs.7b12271. Epub 2018 Feb 2.
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2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones.2-氮杂双烯作为手性胺试剂：酮的铜催化对映选择性还原偶联反应合成 1,2-氨基叔醇。
J Am Chem Soc. 2018 Jan 17;140(2):598-601. doi: 10.1021/jacs.7b12213. Epub 2018 Jan 4.
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Highly Regio- and Enantioselective Copper-Catalyzed Reductive Hydroxymethylation of Styrenes and 1,3-Dienes with CO.高区域和对映选择性铜催化的苯乙烯和 1,3-二烯与 CO 的还原羟甲基化反应。
J Am Chem Soc. 2017 Nov 29;139(47):17011-17014. doi: 10.1021/jacs.7b10149. Epub 2017 Nov 10.
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Ruthenium(0)-Catalyzed Cycloaddition of 1,2-Diols, Ketols, or Diones via Alcohol-Mediated Hydrogen Transfer.钌(0)催化的 1,2-二醇、酮醇或二酮通过醇介导的氢转移的环加成反应。
Angew Chem Int Ed Engl. 2018 Mar 12;57(12):3012-3021. doi: 10.1002/anie.201709916. Epub 2018 Feb 6.
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Stereochemical Characterization of Polyketide Stereotriads Synthesized via Hydrogen-Mediated Asymmetric syn-Crotylation.通过氢介导的不对称 syn-丙叉化反应合成的聚酮立体三联体的立体化学特征。
J Org Chem. 2017 Oct 20;82(20):11225-11229. doi: 10.1021/acs.joc.7b01820. Epub 2017 Oct 10.