doi: 10.1021/jo070728z. Epub 2007 Jun 1.
Facile S(N)2' coupling reactions of wittig reagents with dimethyl bromomethylfumarate: synthesis of enes, dienes, and related natural products
Affiliations
- PMID:17539690
- DOI: 10.1021/jo070728z
Item in Clipboard
Facile S(N)2' coupling reactions of wittig reagents with dimethyl bromomethylfumarate: synthesis of enes, dienes, and related natural products
Ramesh M Patel et al. J Org Chem..
Display options
Format
Display options
Format
Abstract
A new simple and efficient synthetic protocol with an ample scope has been demonstrated, by employing S(N)2' coupling reactions of a variety of Wittig reagents with dimethyl bromomethylfumarate to obtain the corresponding enes, dienes, and related natural and unnatural products.
Similar articles
- Regioselective entry to bromo-gamma-hydroxybutenolides: useful building blocks for assemblying natural product-like libraries.Aquino M, Bruno I, Riccio R, Gomez-Paloma L.Aquino M, et al.Org Lett. 2006 Oct 12;8(21):4831-4. doi: 10.1021/ol0618611.Org Lett. 2006.PMID:17020314
- One-pot Negishi cross-coupling reactions of in situ generated zinc reagents with aryl chlorides, bromides, and triflates.Sase S, Jaric M, Metzger A, Malakhov V, Knochel P.Sase S, et al.J Org Chem. 2008 Sep 19;73(18):7380-2. doi: 10.1021/jo801063c. Epub 2008 Aug 12.J Org Chem. 2008.PMID:18693766
- De novo synthesis of polysubstituted naphthols and furans using photoredox neutral coupling of alkynes with 2-bromo-1,3-dicarbonyl compounds.Jiang H, Cheng Y, Zhang Y, Yu S.Jiang H, et al.Org Lett. 2013 Sep 20;15(18):4884-7. doi: 10.1021/ol402325z. Epub 2013 Sep 3.Org Lett. 2013.PMID:24000895
- Using singlet oxygen to synthesize polyoxygenated natural products from furans.Montagnon T, Tofi M, Vassilikogiannakis G.Montagnon T, et al.Acc Chem Res. 2008 Aug;41(8):1001-11. doi: 10.1021/ar800023v. Epub 2008 Jul 8.Acc Chem Res. 2008.PMID:18605738Review.
- Cascade reactions in total synthesis.Nicolaou KC, Edmonds DJ, Bulger PG.Nicolaou KC, et al.Angew Chem Int Ed Engl. 2006 Nov 6;45(43):7134-86. doi: 10.1002/anie.200601872.Angew Chem Int Ed Engl. 2006.PMID:17075967Review.
Cited by
- Transition Metal-Mediated Annulation Approaches for Synthesis of Arylnaphthalene Lignan Lactones.Park S, Kim JH, Kim SH, Shin D.Park S, et al.Front Chem. 2020 Aug 6;8:628. doi: 10.3389/fchem.2020.00628. eCollection 2020.Front Chem. 2020.PMID:32850648Free PMC article.Review.
- Boronated phosphonium salts containing arylboronic acid, closo-carborane, or nido-carborane: synthesis, X-ray diffraction, in vitro cytotoxicity, and cellular uptake.Morrison DE, Issa F, Bhadbhade M, Groebler L, Witting PK, Kassiou M, Rutledge PJ, Rendina LM.Morrison DE, et al.J Biol Inorg Chem. 2010 Nov;15(8):1305-18. doi: 10.1007/s00775-010-0690-6. Epub 2010 Aug 6.J Biol Inorg Chem. 2010.PMID:20694490
Publication types
MeSH terms
Substances
Related information
LinkOut - more resources
Full Text Sources