为了全合成 Goniodomin A，一种作用于肌动蛋白的海洋聚醚大环内酯：C15-C36 片段的汇聚合成。
Toward the total synthesis of goniodomin A, an actin-targeting marine polyether macrolide: convergent synthesis of the C15-C36 segment.
机构信息
Graduate School of Life Sciences, Tohoku University, 1-1 Tsutsumidori-amamiya, Aoba-ku, Sendai 981-8555, Japan.
出版信息
Org Lett. 2009 Nov 19;11(22):5274-7. doi: 10.1021/ol902217q.
PMID:19905029
Abstract
Stereoselective convergent synthesis of the C15-C36 segment of goniodomin A, an actin-targeting marine polyether macrolide natural product, has been achieved. The present synthesis features palladium(0)-catalyzed, copper(I)-mediated Liebeskind-Srogl cross-coupling as the fragment assembly process.
摘要
岗田酸 C15-C36 片段的立体选择性汇聚合成，一种作用于肌动蛋白的海洋聚醚大环内酯天然产物，已经完成。本合成采用钯(0)催化、铜(I)介导的 Liebeskind-Srogl 交叉偶联作为片段组装过程。
相似文献
1
Toward the total synthesis of goniodomin A, an actin-targeting marine polyether macrolide: convergent synthesis of the C15-C36 segment.
Org Lett. 2009 Nov 19;11(22):5274-7. doi: 10.1021/ol902217q.
2
A convergent synthesis of the C1-C16 segment of goniodomin A via palladium-catalyzed organostannane-thioester coupling.
Org Lett. 2011 Mar 4;13(5):1106-9. doi: 10.1021/ol1031409. Epub 2011 Feb 10.
3
Progress toward the Total Synthesis of Goniodomin A: Stereocontrolled, Convergent Synthesis of the C12-C36 Fragment.
J Org Chem. 2016 Mar 18;81(6):2213-27. doi: 10.1021/acs.joc.5b02650. Epub 2016 Jan 15.
4
Assignment of the absolute configuration of goniodomin A by NMR spectroscopy and synthesis of model compounds.
Org Lett. 2008 Mar 6;10(5):1013-6. doi: 10.1021/ol8000377. Epub 2008 Feb 12.
5
Total synthesis of (-)-exiguolide.
Org Lett. 2010 Feb 19;12(4):744-7. doi: 10.1021/ol902829e.
6
Multiple palladium-catalyzed reactions for the synthesis of analogues of the highly potent insecticide spinosyn A.
Angew Chem Int Ed Engl. 2006 Jul 24;45(30):5015-8. doi: 10.1002/anie.200601003.
7
Synthesis of the monomeric counterpart of marinomycin A.
J Org Chem. 2009 Oct 16;74(20):7665-74. doi: 10.1021/jo900945x.
8
Stereoselective synthesis of premisakinolide A, the monomeric counterpart of the marine 40-membered dimeric macrolide misakinolide A.
Org Lett. 2005 Jul 7;7(14):2929-32. doi: 10.1021/ol050864v.
9
Formal total synthesis of (+)-neopeltolide.
J Org Chem. 2012 Nov 2;77(21):9840-5. doi: 10.1021/jo301425c. Epub 2012 Oct 15.
10
Tandem intramolecular silylformylation and silicon-assisted cross-coupling reactions. synthesis of geometrically defined alpha,beta-unsaturated aldehydes.
J Org Chem. 2003 Jun 27;68(13):5153-9. doi: 10.1021/jo034064e.
引用本文的文献
1
Algal Toxin Goniodomin A Binds Potassium Ion Selectively to Yield a Conformationally Altered Complex with Potential Biological Consequences.
J Nat Prod. 2020 Apr 24;83(4):1069-1081. doi: 10.1021/acs.jnatprod.9b01094. Epub 2020 Feb 21.
2
Synthetic versatility in C-H oxidation: a rapid approach to differentiated diols and pyrans from simple olefins.
J Am Chem Soc. 2011 Aug 17;133(32):12584-9. doi: 10.1021/ja206013j. Epub 2011 Jul 27.
Zotero 插件