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Three-component coupling reactions of silyl glyoxylates, vinyl Grignard reagent, and nitroalkenes: an efficient, highly diastereoselective approach to nitrocyclopentanols.

作者信息

Boyce Gregory R, Johnson Jeffrey S

机构信息

Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USA.

出版信息

Angew Chem Int Ed Engl. 2010 Nov 15;49(47):8930-3. doi: 10.1002/anie.201003470.

DOI:10.1002/anie.201003470
PMID:20949578
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3003293/
Abstract
摘要

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Three-component coupling reactions of silyl glyoxylates, vinyl Grignard reagent, and nitroalkenes: an efficient, highly diastereoselective approach to nitrocyclopentanols.甲硅烷基乙醛酸酯、乙烯基格氏试剂与硝基烯烃的三组分偶联反应：一种合成硝基环戊醇的高效、高非对映选择性方法。
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Efficient direct asymmetric vinylogous Michael addition reactions of gamma-butenolides to chalcones catalyzed by vicinal primary-diamine salts.手性邻二胺盐催化γ-丁烯内酯与查尔酮的高效不对称烯丙基迈克尔加成反应。
Chem Commun (Camb). 2010 Mar 28;46(12):2124-6. doi: 10.1039/b923925a. Epub 2010 Feb 19.
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Synthesis of gamma,delta-unsaturated glycolic acids via sequenced brook and Ireland--claisen rearrangements.通过顺序的 Brook 和 Ireland-Claisen 重排合成γ，δ-不饱和乙醇酸。
Org Lett. 2010 Mar 5;12(5):944-7. doi: 10.1021/ol9029353.
3
Diastereoselective synthesis of pentasubstituted gamma-butyrolactones from silyl glyoxylates and ketones through a double Reformatsky reaction.通过双Reformatsky反应从甲硅烷基乙醛酸酯和酮非对映选择性合成五取代γ-丁内酯。
Angew Chem Int Ed Engl. 2009;48(20):3689-91. doi: 10.1002/anie.200900215.
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Direct asymmetric Michael addition to nitroalkenes: vinylogous nucleophilicity under dinuclear zinc catalysis.直接不对称迈克尔加成到硝基烯烃：双核锌催化下的烯丙型亲核性
J Am Chem Soc. 2009 Apr 8;131(13):4572-3. doi: 10.1021/ja809723u.
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Catalytic redox-initiated glycolate aldol additions of silyl glyoxylates.催化氧化还原引发的甲硅烷基乙醛酸酯的乙醇酸酯醛醇加成反应。
Org Lett. 2009 Feb 19;11(4):827-30. doi: 10.1021/ol802828d.
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Self-consistent synthesis of the squalene synthase inhibitor zaragozic acid C via controlled oligomerization.通过可控低聚反应自洽合成角鲨烯合酶抑制剂zaragozic acid C。
J Am Chem Soc. 2008 Dec 24;130(51):17281-3. doi: 10.1021/ja808347q.
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Synthesis of alpha-keto-imides via oxidation of ynamides.通过氧化烯炔酰胺合成α-酮酰亚胺。
J Org Chem. 2008 Nov 21;73(22):8780-4. doi: 10.1021/jo8015067. Epub 2008 Oct 21.
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A highly diastereo- and enantioselective synthesis of multisubstituted cyclopentanes with four chiral carbons by the organocatalytic domino Michael-Henry reaction.通过有机催化多米诺迈克尔-亨利反应对具有四个手性碳的多取代环戊烷进行高度非对映和对映选择性合成。
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Diphenylprolinol silyl ether as catalyst of an asymmetric, catalytic, and direct Michael reaction of nitroalkanes with alpha,beta-unsaturated aldehydes.二苯基脯氨醇硅醚作为硝基烷烃与α,β-不饱和醛不对称催化直接迈克尔反应的催化剂。
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Biosynthesis of aminocyclitol-aminoglycoside antibiotics and related compounds.氨基环醇-氨基糖苷类抗生素及相关化合物的生物合成
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