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本文引用的文献

1
Enantioselective synthesis of anti-β-hydroxy-α-amido esters via transfer hydrogenation.通过转移氢化对反式-β-羟基-α-酰胺酯的对映选择性合成。
Org Lett. 2010 Nov 19;12(22):5274-7. doi: 10.1021/ol102323k. Epub 2010 Oct 21.
2
Beta-amino alcohol derived beta-hydroxy- and beta-(o-diphenylphosphino)benzoyloxy(o-diphenylphosphino)benzamides: an ester-amide ligand structural model for the palladium-catalyzed allylic alkylation reaction.β-氨基醇衍生的β-羟基-和β-(邻二苯基膦基)苯甲酰氧基(邻二苯基膦基)苯甲酰胺:钯催化烯丙基烷基化反应的酯酰胺配体结构模型。
J Org Chem. 2009 Nov 6;74(21):8164-73. doi: 10.1021/jo9016474.
3
Stereocontrolled alkylative construction of quaternary carbon centers.季碳中心的立体控制烷基化构建
J Am Chem Soc. 2008 Oct 8;130(40):13231-3. doi: 10.1021/ja806021y. Epub 2008 Sep 13.
4
Stereoselective dearomatizing addition of nucleophiles to uncomplexed benzene rings: a route to carbocyclic sugar analogues.亲核试剂对未络合苯环的立体选择性去芳构化加成:一种合成碳环糖类似物的途径。
Angew Chem Int Ed Engl. 2008;47(27):5060-2. doi: 10.1002/anie.200801078.
5
A convenient, NMR-based method for the analysis of diastereomeric mixtures of pseudoephedrine amides.一种便捷的、基于核磁共振的方法,用于分析伪麻黄碱酰胺非对映异构体混合物。
Org Lett. 2007 Jan 18;9(2):355-7. doi: 10.1021/ol0628762.
6
(S,S)-(+)-Pseudoephedrine as chiral auxiliary in asymmetric conjugate addition and tandem conjugate addition/alpha-alkylation reactions.(S,S)-(+)-伪麻黄碱作为不对称共轭加成和串联共轭加成/α-烷基化反应中的手性助剂
J Org Chem. 2006 Sep 29;71(20):7763-72. doi: 10.1021/jo061205e.
7
Tandem asymmetric conjugate addition/alpha-alkylation using (S,S)-(+)-pseudoephedrine as chiral auxiliary.以(S,S)-(+)-伪麻黄碱作为手性助剂的串联不对称共轭加成/α-烷基化反应
Org Lett. 2006 Jun 8;8(12):2535-8. doi: 10.1021/ol060720w.
8
The Cambridge Structural Database: a quarter of a million crystal structures and rising.剑桥结构数据库:拥有二十五万个晶体结构且数量不断增加。
Acta Crystallogr B. 2002 Jun;58(Pt 3 Pt 1):380-8. doi: 10.1107/s0108768102003890. Epub 2002 May 29.

伪麻黄碱:一种用于不对称合成的实用手性助剂。

Pseudoephenamine: a practical chiral auxiliary for asymmetric synthesis.

机构信息

Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA.

出版信息

Angew Chem Int Ed Engl. 2012 May 7;51(19):4568-71. doi: 10.1002/anie.201200370. Epub 2012 Mar 27.

DOI:10.1002/anie.201200370
PMID:22461381
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3854953/
Abstract

Pseudoephenamine is shown to be a versatile chiral auxiliary for asymmetric synthesis. It is free from regulatory restrictions and exhibits remarkable stereocontrol in alkylation reactions, especially those that form quaternary carbon centers. Amides derived from pseudoephenamine exhibit a high propensity to be crystalline substances and provide sharp, well-defined peaks in NMR spectra.

摘要

伪麻黄碱被证明是一种多功能的手性辅助试剂,可用于不对称合成。它不受监管限制,在烷基化反应中表现出显著的立体控制,特别是那些形成季碳原子的反应。由伪麻黄碱衍生的酰胺倾向于形成结晶物质,并在 NMR 谱中提供尖锐、清晰的峰。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/93815941fede/nihms527150f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/7fff02be6720/nihms527150f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/db412a9f9818/nihms527150f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/93815941fede/nihms527150f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/7fff02be6720/nihms527150f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/db412a9f9818/nihms527150f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6229/3854953/93815941fede/nihms527150f3.jpg