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本文引用的文献

1
Formation of C-C Bonds via Catalytic Hydrogenation and Transfer Hydrogenation: Vinylation, Allylation, and Enolate Addition of Carbonyl Compounds and Imines.通过催化氢化和转移氢化形成碳-碳键:羰基化合物和亚胺的乙烯基化、烯丙基化及烯醇盐加成反应
Aldrichimica Acta. 2008;41(4):95-104.
2
Unlocking Hydrogenation for C-C Bond Formation: A Brief Overview of Enantioselective Methods.解锁用于碳-碳键形成的氢化反应:对映选择性方法概述
Org Process Res Dev. 2011 Nov 18;15(6):1236-1242. doi: 10.1021/op200195m.
3
Catalytic enantioselective allylation of carbonyl compounds and imines.羰基化合物和亚胺的催化对映选择性烯丙基化反应。
Chem Rev. 2011 Dec 14;111(12):7774-854. doi: 10.1021/cr1004474. Epub 2011 Sep 16.
4
Catalytic enantioselective Grignard Nozaki-Hiyama methallylation from the alcohol oxidation level: chloride compensates for π-complex instability.从醇氧化水平出发的手性催化 Nozaki-Hiyama 烯丙基格氏试剂反应:氯离子补偿了π-络合物的不稳定性。
Chem Commun (Camb). 2011 Sep 28;47(36):10028-30. doi: 10.1039/c1cc14392a. Epub 2011 Aug 10.
5
Formation of C-C Bonds via Iridium-Catalyzed Hydrogenation and Transfer Hydrogenation.通过铱催化氢化和转移氢化形成碳-碳键
Top Organomet Chem. 2011 Jan 1;34(2011):107-138. doi: 10.1007/978-3-642-15334-1_5.
6
Iridium-catalyzed anti-diastereo- and enantioselective carbonyl (α-trifluoromethyl)allylation from the alcohol or aldehyde oxidation level.铱催化从醇或醛氧化水平进行的非对映和对映选择性羰基(α-三氟甲基)烯丙基化反应。
Angew Chem Int Ed Engl. 2011 Apr 26;50(18):4173-5. doi: 10.1002/anie.201008296. Epub 2011 Apr 6.
7
Enantioselective iridium-catalyzed vinylogous Reformatsky-aldol reaction from the alcohol oxidation level: linear regioselectivity by way of carbon-bound enolates.从醇氧化水平进行对映选择性铱催化的乙烯型Reformatsky-羟醛反应:通过碳连接的烯醇盐实现线性区域选择性。
Angew Chem Int Ed Engl. 2011 Apr 4;50(15):3493-6. doi: 10.1002/anie.201100646. Epub 2011 Mar 4.
8
Enhanced anti-diastereo- and enantioselectivity in alcohol-mediated carbonyl crotylation using an isolable single component iridium catalyst.使用可分离的单一组分铱催化剂,在醇介导的羰基烯丙基化反应中增强反式选择性和对映选择性。
J Org Chem. 2011 Apr 1;76(7):2350-4. doi: 10.1021/jo200068q. Epub 2011 Mar 4.
9
Asymmetric construction of stereogenic carbon centers featuring a trifluoromethyl group from prochiral trifluoromethylated substrates.从手性三氟甲基化底物构建具有三氟甲基的手性碳中心的不对称合成。
Chem Rev. 2011 Feb 9;111(2):455-529. doi: 10.1021/cr100166a. Epub 2010 Nov 30.
10
Iridium-catalyzed anti-diastereo- and enantioselective carbonyl (trimethylsilyl)allylation from the alcohol or aldehyde oxidation level.铱催化的反非对映和对映选择性羰基(三甲基硅基)烯丙基化反应来自醇或醛的氧化水平。
J Am Chem Soc. 2010 Jul 7;132(26):9153-6. doi: 10.1021/ja103299f.

连续铱催化的 C-C 和 C-H 键形成氢化反应,用于立体和对映选择性合成顺式-3-氟-1-醇:伯醇的 C-H(2-氟)烯丙基化。

Consecutive iridium catalyzed C-C and C-H bond forming hydrogenations for the diastereo- and enantioselective synthesis of syn-3-fluoro-1-alcohols: C-H (2-fluoro)allylation of primary alcohols.

机构信息

Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA.

出版信息

Chem Commun (Camb). 2012 May 16;48(39):4692-4. doi: 10.1039/c2cc31743e. Epub 2012 Apr 4.

DOI:10.1039/c2cc31743e
PMID:22473044
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3448947/
Abstract

Commercially available (2-fluoro)allyl chloride serves as an efficient allyl donor in highly enantioselective iridium catalyzed carbonyl (2-fluoro)allylations from the alcohol or aldehyde oxidation level via transfer hydrogenation. Diastereoselective Crabtree hydrogenation of the resulting homoallylic alcohols provides syn-3-fluoro-1-alcohols.

摘要

市售的(2-氟)烯丙基氯是一种有效的烯丙基供体,在通过转移氢化从醇或醛氧化水平高度对映选择性的铱催化羰基(2-氟)烯丙基化反应中非常有用。所得的高烯丙醇的立体选择性 Crabtree 氢化提供了顺式-3-氟-1-醇。