doi: 10.1039/b820674k.
Epub 2009 Jan 21.
Bridgehead enolates and bridgehead alkenes in a welwistatin model series
Affiliations
- PMID: 19259600
- DOI: 10.1039/b820674k
Item in Clipboard
Bridgehead enolates and bridgehead alkenes in a welwistatin model series
Chem Commun (Camb).
.
Abstract
Bridgehead metallation is possible in a ketone having the welwistatin skeleton, and this facilitates installation of the isothiocyanate function present in the natural product, and also enables synthesis of remarkable bridgehead alkenes.
Similar articles
-
One-step synthesis and exploratory chemistry of [5]dendralene.Angew Chem Int Ed Engl. 2008;47(5):910-2. doi: 10.1002/anie.200704470. Angew Chem Int Ed Engl. 2008. PMID: 18092312 No abstract available.
-
Synthesis and structure of eight-, nine-, and ten-membered rings with P-Se-Se-P linkages.Angew Chem Int Ed Engl. 2008;47(15):2857-9. doi: 10.1002/anie.200705021. Angew Chem Int Ed Engl. 2008. PMID: 18318030 No abstract available.
-
Intramolecular Huisgen-type cyclization of platinum-bound pyrylium ions with alkenes and subsequent insertion into a benzylic C-H bond.Angew Chem Int Ed Engl. 2008;47(39):7505-7. doi: 10.1002/anie.200802425. Angew Chem Int Ed Engl. 2008. PMID: 18712727 No abstract available.
-
Natural products with anti-Bredt and bridgehead double bonds.Angew Chem Int Ed Engl. 2014 Dec 8;53(50):13664-88. doi: 10.1002/anie.201400932. Epub 2014 Nov 14. Angew Chem Int Ed Engl. 2014. PMID: 25399486 Review.
-
Forcing and controlling chemical reactions with ultrasound.Angew Chem Int Ed Engl. 2007;46(29):5476-8. doi: 10.1002/anie.200701567. Angew Chem Int Ed Engl. 2007. PMID: 17577895 Review. No abstract available.
Cited by
-
Synthesis of functionalized cyclohexenone core of welwitindolinones via rhodium-catalyzed [5 + 1] cycloaddition.Org Lett. 2012 Jul 20;14(14):3756-9. doi: 10.1021/ol301614v. Epub 2012 Jul 11. Org Lett. 2012. PMID: 22783971 Free PMC article.
-
Total synthesis of oxidized welwitindolinones and (-)-N-methylwelwitindolinone C isonitrile.J Am Chem Soc. 2012 Jan 25;134(3):1396-9. doi: 10.1021/ja210837b. Epub 2012 Jan 11. J Am Chem Soc. 2012. PMID: 22235964 Free PMC article.
-
Total synthesis of (-)-N-methylwelwitindolinone C isothiocyanate.J Am Chem Soc. 2011 Oct 12;133(40):15797-9. doi: 10.1021/ja206538k. Epub 2011 Aug 11. J Am Chem Soc. 2011. PMID: 21819133 Free PMC article.
-
Formal syntheses of naturally occurring welwitindolinones.Org Lett. 2012 Aug 3;14(15):3834-7. doi: 10.1021/ol301424h. Epub 2012 Jul 25. Org Lett. 2012. PMID: 22830424 Free PMC article.
-
Studies toward welwitindolinones: formal syntheses of N-methylwelwitindolinone C isothiocyanate and related natural products.Tetrahedron. 2013 Jul 8;69(27-28):5588-5603. doi: 10.1016/j.tet.2013.03.010. Tetrahedron. 2013. PMID: 23976796 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
