Chaetoquadrins A-C 的全合成。
Total synthesis of chaetoquadrins A-C.
机构信息
School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland, New Zealand.
出版信息
Org Lett. 2013 Feb 1;15(3):658-61. doi: 10.1021/ol303482k. Epub 2013 Jan 17.
PMID:23327616
Abstract
The first total synthesis of the monoamine oxidase inhibitors chaetoquadrins A-C has been accomplished. Key steps in the synthesis include an aromatic Claisen rearrangement, asymmetric boron aldol reaction and acid-mediated spiroketalization. Comparison of spectral data for the synthetic spiroketals confirmed the proposed structure for these natural products.
摘要
已完成单胺氧化酶抑制剂 chaetoquadrins A-C 的首次全合成。合成中的关键步骤包括芳香族 Claisen 重排、不对称硼醇醛缩合反应和酸介导的螺缩酮化反应。对合成螺缩酮的光谱数据进行比较，证实了这些天然产物的结构。
相似文献
1
Total synthesis of chaetoquadrins A-C.Chaetoquadrins A-C 的全合成。
Org Lett. 2013 Feb 1;15(3):658-61. doi: 10.1021/ol303482k. Epub 2013 Jan 17.
2
Total Synthesis of (+)-Fusarisetin A Driven by a One-Pot Four-Reaction Process.一锅四反应法驱动的（+）-镰孢菌素A的全合成
Org Lett. 2016 Feb 5;18(3):624-7. doi: 10.1021/acs.orglett.6b00036. Epub 2016 Jan 26.
3
Asymmetric total synthesis of a pentacyclic Lycopodium alkaloid: huperzine-Q.不对称全合成石松生物碱五环：石杉碱-Q。
Angew Chem Int Ed Engl. 2011 Aug 22;50(35):8025-8. doi: 10.1002/anie.201103550. Epub 2011 Jul 12.
4
Enantioselective total syntheses of cyathane diterpenoids.对映选择性全合成杯芳烃二萜。
Chem Rec. 2014 Aug;14(4):641-62. doi: 10.1002/tcr.201402019. Epub 2014 Jul 28.
5
Recent advances in the synthesis of oxaspirolactones and their application in the total synthesis of related natural products.最近在氧杂螺内酯的合成及其在相关天然产物全合成中的应用方面的进展。
Org Biomol Chem. 2019 Aug 7;17(31):7270-7292. doi: 10.1039/c9ob01212e.
6
Divergent Total Syntheses of (-)-Huperzine Q, (+)-Lycopladine B, (+)-Lycopladine C, and (-)-4-epi-Lycopladine D.(-)-石杉碱Q、(+)-石蒜碱B、(+)-石蒜碱C和(-)-4-表石蒜碱D的发散性全合成
Chem Asian J. 2017 Jul 4;12(13):1557-1567. doi: 10.1002/asia.201700364. Epub 2017 Jun 8.
7
Natural products derived from naphthalenoid precursors by oxidative dimerization.通过氧化二聚作用从萘类前体衍生而来的天然产物。
Fortschr Chem Org Naturst. 2003;85:1-49. doi: 10.1007/978-3-7091-6051-0_1.
8
[Synthesis of architectural complex natural products, potent, antibacterial and anticancer activity].
Jpn J Antibiot. 2003 Aug;56(4):337-8.
9
Synthesis of the enantiomer of the structure assigned to the natural product nobilisitine A.合成被指定为天然产物诺比利西汀 A 的结构的对映异构体。
Org Lett. 2010 Nov 19;12(22):5210-3. doi: 10.1021/ol102249q. Epub 2010 Oct 26.
10
Unified route to the palmarumycin and preussomerin natural products. Enantioselective synthesis of (-)-preussomerin G.通往棕榈霉素和前乌苏酸天然产物的统一路线。（-）-前乌苏酸G的对映选择性合成。
J Org Chem. 2002 May 3;67(9):2735-50. doi: 10.1021/jo0110247.
引用本文的文献
1
Application of Mannich bases to the synthesis of hydroxymethylated isoflavonoids as potential antineoplastic agents.曼尼希碱在合成作为潜在抗肿瘤药物的羟甲基化异黄酮中的应用。
Org Biomol Chem. 2015 Dec 14;13(46):11292-301. doi: 10.1039/c5ob01828e. Epub 2015 Sep 29.
Zotero 插件