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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.
2
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.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。
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3
Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level via transfer hydrogenative coupling of allyl acetate: departure from chirally modified allyl metal reagents in carbonyl addition.通过乙酸烯丙酯的转移氢化偶联，从醇或醛氧化水平进行对映选择性铱催化的羰基烯丙基化反应：在羰基加成反应中背离手性修饰的烯丙基金属试剂。
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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.
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Enantioselective iridium-catalyzed carbonyl allylation from the alcohol oxidation level via transfer hydrogenation: minimizing pre-activation for synthetic efficiency.手性铱催化的羰基烯丙基化反应：通过转移氢化从醇氧化水平实现对映选择性，最小化预活化以提高合成效率。
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anti-Diastereo- and enantioselective carbonyl (hydroxymethyl)allylation from the alcohol or aldehyde oxidation level: allyl carbonates as allylmetal surrogates.反非对映选择性羰基（羟甲基）烯丙基化反应：从醇或醛的氧化水平开始，碳酸烯丙酯作为烯丙基金属的替代物。
J Am Chem Soc. 2010 Apr 7;132(13):4562-3. doi: 10.1021/ja100949e.
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1,n-glycols as dialdehyde equivalents in iridium-catalyzed enantioselective carbonyl allylation and iterative two-directional assembly of 1,3-polyols.1. N-二醇作为铱催化对映选择性羰基烯丙基化反应中双醛等价物以及1,3-多元醇的迭代双向组装
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Chem Rev. 2024 Dec 25;124(24):13715-13735. doi: 10.1021/acs.chemrev.4c00858. Epub 2024 Dec 6.
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Leveraging the Stereochemical Complexity of Octahedral Diastereomeric-at-Metal Catalysts to Unlock Regio-, Diastereo-, and Enantioselectivity in Alcohol-Mediated C-C Couplings via Hydrogen Transfer.利用八面体金属中心非对映异构催化剂的立体化学复杂性，通过氢转移在醇介导的碳-碳偶联反应中实现区域、非对映和对映选择性。
J Am Chem Soc. 2024 Mar 27;146(12):7905-7914. doi: 10.1021/jacs.4c01857. Epub 2024 Mar 13.
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Expanding Reaction Profile of Allyl Carboxylates via 1,2-Radical Migration (RaM): Visible-Light-Induced Phosphine-Catalyzed 1,3-Carbobromination of Allyl Carboxylates.通过1,2-自由基迁移（RaM）扩展烯丙基羧酸盐的反应历程：可见光诱导的膦催化烯丙基羧酸盐的1,3-碳溴化反应
J Am Chem Soc. 2023 Apr 5. doi: 10.1021/jacs.2c11867.
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From Hydrogenation to Transfer Hydrogenation to Hydrogen Auto-Transfer in Enantioselective Metal-Catalyzed Carbonyl Reductive Coupling: Past, Present, and Future.从对映选择性金属催化羰基还原偶联中的氢化到转移氢化再到氢自动转移：过去、现在与未来
ACS Catal. 2021 May 7;11(9):5572-5585. doi: 10.1021/acscatal.1c01109. Epub 2021 Apr 22.
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Catalytic Enantioselective Synthesis of Chiral Organofluorine Compounds: Alcohol-Mediated Hydrogen Transfer for Catalytic Carbonyl Reductive Coupling.手性有机氟化合物的催化对映选择性合成：用于催化羰基还原偶联的醇介导氢转移
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A Catalytic Approach for Enantioselective Synthesis of Homoallylic Alcohols Bearing a -Alkenyl Chloride or Trifluoromethyl Group. A Concise and Protecting Group-Free Synthesis of Mycothiazole.手性烯丙醇的对映选择性合成：催化法，带有 - 烯基氯或三氟甲基。简短、无保护基合成麦角硫因。
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Enantioselective Iridium-Catalyzed Phthalide Formation through Internal Redox Allylation of Phthalaldehydes.通过邻苯二甲醛的内部氧化还原烯丙基化反应实现手性铱催化的邻苯二甲酸酐形成。
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Direct, Mild, and General n-BuNBr-Catalyzed Aldehyde Allylsilylation with Allyl Chlorides.直接、温和、通用的 n-BuNBr-催化的醛烯丙基硅烷化反应与烯丙基氯。
Org Lett. 2017 Nov 3;19(21):6024-6027. doi: 10.1021/acs.orglett.7b03193.
9
Catalytic Enantioselective Carbonyl Allylation and Propargylation via Alcohol-Mediated Hydrogen Transfer: Merging the Chemistry of Grignard and Sabatier.通过醇介导的氢转移实现的手性催化羰基烯丙基化和炔丙基化：格氏试剂和萨巴蒂埃反应的化学融合。
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10
Barbier-type anti-Diastereo- and Enantioselective Synthesis of β-Trimethylsilyl, Fluorinated Methyl, Phenylthio Homoallylic Alcohols.β-三甲基硅基、氟化甲基、苯硫基高烯丙醇的巴比尔型反非对映和对映选择性合成。
Sci Rep. 2017 Jul 7;7(1):4873. doi: 10.1038/s41598-017-04986-x.

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
Formation of C-C Bonds via Ruthenium Catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level.通过钌催化转移氢化形成碳-碳键：来自醇或醛氧化水平的羰基加成
Chem Lett. 2008;37(11):1102-1107. doi: 10.1246/cl.2008.1102.
3
Iridium Catalyzed Hydro-hydroxyalkylation of Butadiene: Carbonyl Crotylation.铱催化丁二烯的氢羟烷基化反应：羰基巴豆酰化反应
Adv Synth Catal. 2010 Oct 4;352(14-15):2416-2420. doi: 10.1002/adsc.201000599.
4
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.
5
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.
6
anti-Diastereo- and enantioselective carbonyl (hydroxymethyl)allylation from the alcohol or aldehyde oxidation level: allyl carbonates as allylmetal surrogates.反非对映选择性羰基（羟甲基）烯丙基化反应：从醇或醛的氧化水平开始，碳酸烯丙酯作为烯丙基金属的替代物。
J Am Chem Soc. 2010 Apr 7;132(13):4562-3. doi: 10.1021/ja100949e.
7
Short and straightforward synthesis of (-)-1-deoxygalactonojirimycin.(-)-1-脱氧半乳糖基辛可宁的简洁合成。
Org Lett. 2010 Mar 19;12(6):1145-7. doi: 10.1021/ol100037c.
8
Enantioselective carbonyl allylation, crotylation, and tert-prenylation of furan methanols and furfurals via iridium-catalyzed transfer hydrogenation.通过铱催化转移氢化实现呋喃甲醇和糠醛的对映选择性羰基烯丙基化、巴豆基化和叔戊基化。
J Org Chem. 2010 Mar 5;75(5):1795-8. doi: 10.1021/jo902697g.
9
Fluorine & chirality: how to create a nonracemic stereogenic carbon-fluorine centre?氟与手性：如何构建非手性的含氟手性中心？
Chem Soc Rev. 2010 Feb;39(2):558-68. doi: 10.1039/b909566g. Epub 2009 Oct 16.
10
Diastereo- and enantioselective anti-alkoxyallylation employing allylic gem-dicarboxylates as allyl donors via iridium-catalyzed transfer hydrogenation.通过铱催化转移氢化作用，利用烯丙基双羧酸酯作为烯丙基供体进行非对映和对映选择性反烷氧基丙叉化反应。
J Am Chem Soc. 2010 Feb 17;132(6):1760-1. doi: 10.1021/ja9097675.

Iridium-catalyzed anti-diastereo- and enantioselective carbonyl (α-trifluoromethyl)allylation from the alcohol or aldehyde oxidation level.

作者信息

Gao Xin, Zhang Yong Jian, Krische Michael J

机构信息

University of Texas at Austin, Department of Chemistry and Biochemistry, 1 University Station-A5300, Austin, TX 78712-1167, USA.

出版信息

Angew Chem Int Ed Engl. 2011 Apr 26;50(18):4173-5. doi: 10.1002/anie.201008296. Epub 2011 Apr 6.

DOI:10.1002/anie.201008296
PMID:21472938
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3161446/
Abstract
摘要