Gold(I)-catalyzed enantioselective synthesis of pyrazolidines, isoxazolidines, and tetrahydrooxazines
- PMID: 20014376
- PMCID: PMC2995290
- DOI: 10.1002/anie.200905000
Gold(I)-catalyzed enantioselective synthesis of pyrazolidines, isoxazolidines, and tetrahydrooxazines
References
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For a previous report of asymmetric hydroamination of allenes (maximum ee was 16%), see: Hoover JM, Peterson JR, Pikul JH, Johnson AR. Organometallics. 2004;23:4614–4620.;
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For a review of recent developments in enantioselective gold catalysis, see: Widenhoefer RA. Chem. Eur. J. 2008;14:5382–5391.; For reviews of enantioselective hydroamination, see: Hultzsch KC. Org. Biomol. Chem. 2005;3:1819–1824.; Hultzsch KC. Adv. Synth. Catal. 2005;347:367–391.
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For a racemic gold catalyzed synthesis of N-hydroxypyrrolines, dihydroisoxazoles and dihydro-1,2-oxazines, see: Winter C, Krause N. Angew. Chem. Int. Ed. 2009;48:6339–6342.; For a gold(I)-catalyzed addition of hydroxylamines to alkynes, see: Yeom H-S, Lee E-S, Shin S. Synlett. 2007:2292–2294.; For a silver catalyzed addition of hydroxylamines to allenes, see: Bates R, Nemeth J, Snell R. Synthesis. 2008;7:1033–10.
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For selected enantioselective syntheses of isoxazolidines, see: Rios R, Ibrahem I, Wesely J, Zhao G-L, Cordova A. Tet. Lett. 2007;48(32):5701–5705.; Troisi L, De Lorenzis S, Fabio M, Rosato F, Granito C. Tet. Asymm. 2008;19:2246–2251.; Tokizana M, Sato K, Ohta T, Ito Y. Tet. Asymm. 2008;19:2519–2528.
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