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均苯并四咪唑催化的α-芳基、α-芳氧基和α-芳硫基链烷酸的动力学拆分

Homobenzotetramisole-Catalyzed Kinetic Resolution of alpha-Aryl-, alpha-Aryloxy-, and alpha-Arylthioalkanoic Acids.

作者信息

Yang Xing, Birman Vladimir B

机构信息

Department of Chemistry, Washington University, Campus Box 1134, One Brookings Drive, St. Louis, Missouri 63130; 314-935-9188 (tel), 314-935-4481 (fax).

出版信息

Adv Synth Catal. 2009;351(14):2301-2304. doi: 10.1002/adsc.200900451.

DOI:10.1002/adsc.200900451
PMID:20179782
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2826129/
Abstract

Effective kinetic resolution of alpha-aryl-, alpha-aryloxy-, and alpha-arylthioalkanoic acids has been achieved via in situ generation of their symmetrical anhydrides and enantioselective alcoholysis in the presence of homobenzotetramisole (HBTM) 3.

摘要

通过原位生成α-芳基、α-芳氧基和α-硫代芳基链烷酸的对称酸酐，并在均苯并四咪唑（HBTM）3存在下进行对映选择性醇解，实现了对这些酸的有效动力学拆分。

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本文引用的文献

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J Am Chem Soc. 2008 Oct 22;130(42):13836-7. doi: 10.1021/ja805275s. Epub 2008 Sep 26.
2
Kinetic resolution of racemic carboxylic acids by an L-histidine-derived sulfonamide-induced enantioselective esterification reaction.通过L-组氨酸衍生的磺酰胺诱导的对映选择性酯化反应对消旋羧酸进行动力学拆分。
Org Lett. 2008 Aug 7;10(15):3191-4. doi: 10.1021/ol801007m. Epub 2008 Jun 27.
3
Homobenzotetramisole: an effective catalyst for kinetic resolution of aryl-cycloalkanols.均苯并四咪唑：一种用于芳基环烷醇动力学拆分的有效催化剂。
Org Lett. 2008 Mar 20;10(6):1115-8. doi: 10.1021/ol703119n. Epub 2008 Feb 16.
4
Kinetic resolution of protected alpha-amino acid derivatives by a chiral O-nucleophilic acyl transfer catalyst.手性O-亲核酰基转移催化剂对保护的α-氨基酸衍生物的动力学拆分
J Am Chem Soc. 2006 Apr 5;128(13):4230-1. doi: 10.1021/ja058010t.
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Benzotetramisole: a remarkably enantioselective acyl transfer catalyst.苯并四咪唑：一种具有显著对映选择性的酰基转移催化剂。
Org Lett. 2006 Mar 30;8(7):1351-4. doi: 10.1021/ol060065s.
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