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- W2002189128 abstract "The siteselectivity of cycloadditions of the D-glyceraldehyde-derived nitrone 1 and methoxyallene (2) is strongly influenced by Lewis acids. The uncatalyzed reaction results in the formation of isomeric isoxazolidines 3a–3d and 4a–4c, whereas in the presence of different Lewis acids exclusive formation of 4-methylene-substituted isoxazolidines 4a–4d is observed. Furthermore, the diastereofacial selectivity of the methoxyallene addition to nitrone 1 can be controlled, thus giving rise to both diastereomeric isoxazolidines 3,4′-anti-4 or 3,4′-syn-4, just by employing different Lewis acids. The redox ring-opening of isoxazolidines 4 using Murahashi's protocol yields α-methylene-β-amino acid esters 5a,b and 7a,b.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)" @default.
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- W2002189128 date "2008-01-01" @default.
- W2002189128 modified "2023-10-17" @default.
- W2002189128 title "1,3-Dipolar Cycloadditions ofN-Benzyl-2,3-O-isopropylidene-D-glyceraldehyde Nitrone to Methoxyallene – Control of Site- and Diastereoselectivity of Isoxazolidine Formation by Lewis Acids" @default.
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- W2002189128 doi "https://doi.org/10.1002/ejoc.200700724" @default.
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