1,2-Oxazines as Building Blocks for Stereoselective Synthesis: Preparation of Oxygen-Substituted 1,2-Oxazines, either by Alcohol Addition or by Epoxidation, and Subsequent Hydrogenation Leading to 1,2-Amino Alcohols and Pyrrolidines

Stereodefined oxygen‐substituted 1,2‐oxazines were prepared by three different routes. The cycloaddition of enol ethers such as 1 with α‐nitrosoalkenes generated in situ gave the heterocycles 3 and 4. Acid‐catalysed additions of alcohols to the 6H‐1,2‐oxazines 5 led to mixtures of the adducts 6 and...

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Veröffentlicht in:European Journal of Organic Chemistry 2010-07, Vol.2010 (21), p.4111-4121
Hauptverfasser: Zimmer, Reinhold, Buchholz, Monika, Collas, Markus, Angermann, Jörg, Homann, Kai, Reissig, Hans-Ulrich
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Sprache:eng
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