邻醌甲基化物与恶唑的异常环加成反应。
Unusual cycloadditions of o-quinone methides with oxazoles.
作者信息
Lindsey Christopher C, Pettus Thomas R R
机构信息
Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, CA 93106, USA.
出版信息
Tetrahedron Lett. 2006 Jan 9;47(2):201-204. doi: 10.1016/j.tetlet.2005.10.168.
Abstract
Unusual reactions between various electron-rich oxazoles and ortho-quinone methides is described. This combination leads to some interesting adducts.
摘要
描述了各种富电子恶唑与邻醌甲基化物之间的异常反应。这种组合产生了一些有趣的加合物。
相似文献
1
Unusual cycloadditions of o-quinone methides with oxazoles.邻醌甲基化物与恶唑的异常环加成反应。
Tetrahedron Lett. 2006 Jan 9;47(2):201-204. doi: 10.1016/j.tetlet.2005.10.168.
2
Recent advances in the application of Diels-Alder reactions involving o-quinodimethanes, aza-o-quinone methides and o-quinone methides in natural product total synthesis.Diels-Alder 反应在天然产物全合成中涉及邻醌二甲烷、氮杂邻醌二甲烷和邻醌二甲烷的应用的最新进展。
Chem Soc Rev. 2018 Oct 29;47(21):7926-7953. doi: 10.1039/c8cs00274f.
3
A new cycloaddition profile for -quinone methides: photoredox-catalyzed [6+4] cycloadditions for synthesis of benzo[]cyclopenta[]oxepines.一种新的 - 醌甲叉环加成物：光氧化还原催化的 [6+4] 环加成反应用于合成苯并[]环戊[]氧杂[4.5]庚烯。
Chem Commun (Camb). 2022 Feb 17;58(15):2476-2479. doi: 10.1039/d1cc06332d.
4
Asymmetric isochalcogenourea-catalysed (4 + 2)-cycloadditions of -quinone methides and allenoates.不对称异硫脲催化的对醌甲基化物与联烯酸酯的(4 + 2)环加成反应。
Org Biomol Chem. 2025 Jan 22;23(4):827-834. doi: 10.1039/d4ob01855a.
5
Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with -Quinone Methides.有机催化的 3-乙烯基吲哚与 -醌甲基化物的不对称 [2 + 4] 环加成反应。
Molecules. 2021 Nov 8;26(21):6751. doi: 10.3390/molecules26216751.
6
Ortho-quinone methides as reactive intermediates in asymmetric brønsted Acid catalyzed cycloadditions with unactivated alkenes by exclusive activation of the electrophile.芳基醌甲叉作为不对称 Brønsted 酸催化与未活化烯烃环加成反应中的活性中间体，通过对亲电试剂的选择性活化。
Angew Chem Int Ed Engl. 2015 May 4;54(19):5762-5. doi: 10.1002/anie.201409850. Epub 2015 Mar 17.
7
Asymmetric cycloadditions of o-quinone methides employing chiral ammonium fluoride precatalysts.使用手性氟化铵预催化剂的邻醌甲基化物的不对称环加成反应。
Org Lett. 2008 Nov 6;10(21):4951-3. doi: 10.1021/ol802029e. Epub 2008 Oct 14.
8
-Quinone Methides and -Quinone Sulfides Arynes: Synthesis of -Disubstituted Arenes and Heterocycles.芳炔及其硫醚：-二取代芳烃和杂环的合成。
J Org Chem. 2021 Apr 2;86(7):4883-4895. doi: 10.1021/acs.joc.0c02908. Epub 2021 Jan 20.
9
Catalytic Asymmetric Intramolecular [4+2] Cycloaddition of In Situ Generated ortho-Quinone Methides.原位生成邻醌甲醚的催化不对称分子内[4+2]环加成反应。
Angew Chem Int Ed Engl. 2017 Apr 24;56(18):4936-4940. doi: 10.1002/anie.201612149. Epub 2017 Feb 17.
10
Chemoselective acid-catalyzed [4 + 2]-cycloaddition reactions of -quinone methides and styrenes/stilbenes/cinnamates.醌甲基化物与苯乙烯/亚苄基/肉桂酸盐的酸催化[4+2]环加成反应的化学选择性。
Org Biomol Chem. 2020 Nov 12;18(43):8854-8866. doi: 10.1039/d0ob01312a.
引用本文的文献
1
New strategies for natural products containing chroman spiroketals.含色满螺缩酮天然产物的新策略。
Pure Appl Chem. 2012;84(7):1621-1631. doi: 10.1351/PAC-CON-11-10-34.
2
The domestication of ortho-quinone methides.邻醌甲基化物的驯化
Acc Chem Res. 2014 Dec 16;47(12):3655-64. doi: 10.1021/ar500330x. Epub 2014 Dec 3.
3
Diastereoselective syntheses of chroman spiroketals via [4 + 2] cycloaddition of enol ethers and o-quinone methides.通过烯醇醚与邻醌甲基化物的[4 + 2]环加成反应实现色满螺缩酮的非对映选择性合成。
Org Lett. 2008 Apr 3;10(7):1477-80. doi: 10.1021/ol8003244. Epub 2008 Mar 13.
4
Synthesis of resorcinol derived spironitronates.间苯二酚衍生的螺硝酮的合成。
Org Lett. 2007 Aug 16;9(17):3229-32. doi: 10.1021/ol0710257. Epub 2007 Jul 24.
本文引用的文献
1
Enantioselective [4 + 2] cycloadditions of o-quinone methides: total synthesis of (+)-mimosifoliol and formal synthesis of (+)-tolterodine.邻醌甲基化物的对映选择性[4 + 2]环加成反应：(+)-含羞草醇的全合成及(+)-托特罗定的形式合成
J Org Chem. 2004 Dec 24;69(26):9196-203. doi: 10.1021/jo048703c.
2
A new and efficient method for o-quinone methide intermediate generation: application to the biomimetic synthesis of (+/-)-Alboatrin.一种生成邻醌甲基化物中间体的新型高效方法：应用于（±）-Alboatrin的仿生合成。
Org Lett. 2004 Sep 30;6(20):3617-9. doi: 10.1021/ol048479d.
3
Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction.由邻-OBOC水杨醛和水杨醇快速合成苯并吡喃：一种三组分反应。
J Org Chem. 2002 Oct 4;67(20):6911-5. doi: 10.1021/jo020224v.
4
A mild anionic method for generating o-quinone methides: facile preparations of ortho-functionalized phenols.一种生成邻醌甲基化物的温和阴离子方法：邻位官能化酚的简便制备
J Org Chem. 2001 May 18;66(10):3435-41. doi: 10.1021/jo001752e.
Zotero 插件