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手性膦在亲核有机催化中的应用。

Chiral phosphines in nucleophilic organocatalysis.

机构信息

Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.

Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095, USA.

出版信息

Beilstein J Org Chem. 2014 Sep 4;10:2089-121. doi: 10.3762/bjoc.10.218. eCollection 2014.

DOI:10.3762/bjoc.10.218
PMID:25246969
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4168899/
Abstract

This review discusses the tertiary phosphines possessing various chiral skeletons that have been used in asymmetric nucleophilic organocatalytic reactions, including annulations of allenes, alkynes, and Morita-Baylis-Hillman (MBH) acetates, carbonates, and ketenes with activated alkenes and imines, allylic substitutions of MBH acetates and carbonates, Michael additions, γ-umpolung additions, and acylations of alcohols.

摘要

本文综述了在手性膦催化的不对称亲核有机反应中，具有不同手性骨架的叔膦的应用，包括丙二烯、炔烃和 Morita-Baylis-Hillman（MBH）乙酸盐、碳酸盐和烯酮与活化烯烃和亚胺的环化反应、MBH 乙酸盐和碳酸盐的烯丙基取代反应、Michael 加成反应、γ-重排加成反应以及醇的酰化反应。

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6
Asymmetric organocatalysis in fullerenes chemistry: enantioselective phosphine-catalyzed cycloaddition of allenoates onto C60.富勒烯化学中的不对称有机催化：膦催化的丙二烯酸酯对C60的对映选择性环加成反应
Angew Chem Int Ed Engl. 2013 May 3;52(19):5115-9. doi: 10.1002/anie.201301292. Epub 2013 Apr 11.
7
Nucleophilic phosphine organocatalysis: a practical synthetic strategy for the drug-like nitrogen heterocyclic framework construction.亲核膦有机催化：构建类似药物的含氮杂环骨架的实用合成策略。
Mini Rev Med Chem. 2013 May 1;13(6):836-44. doi: 10.2174/1389557511313060006.
8
Catalytic asymmetric C-N bond formation: phosphine-catalyzed intra- and intermolecular γ-addition of nitrogen nucleophiles to allenoates and alkynoates.催化不对称 C-N 键形成：膦催化氮亲核试剂对 allenates 和 alkynoates 的分子内和分子间 γ-加成。
Angew Chem Int Ed Engl. 2013 Feb 25;52(9):2525-8. doi: 10.1002/anie.201208957. Epub 2013 Jan 21.
9
Chiral phosphine catalyzed asymmetric Michael addition of oxindoles.手性膦催化的氧化吲哚不对称迈克尔加成反应。
Angew Chem Int Ed Engl. 2013 Jan 14;52(3):943-7. doi: 10.1002/anie.201208285. Epub 2012 Dec 7.
10
Chiral multifunctional thiourea-phosphine catalyzed asymmetric [3 + 2] annulation of Morita-Baylis-Hillman carbonates with maleimides.手性多功能硫脲-膦催化的 Morita-Baylis-Hillman 碳酸酯与马来酰亚胺的不对称 [3 + 2] 环加成反应。
Beilstein J Org Chem. 2012;8:1098-104. doi: 10.3762/bjoc.8.121. Epub 2012 Jul 16.