Solid-phase synthesis of beta-amino ketones and six-ring carbamates via immobilized alpha-alkoxycarbonylamino sulfones.
[reaction: see text] beta-Amino ketones and substituted 1,3-oxazinan-2-ones have been synthesized utilizing polymer-bound and carbamate-linked alpha-alkoxycarbonylamino sulfones. Key steps in the synthesis are the immobilization of the N-acylimine precursor, the Mannich-type addition of various nucleophiles, and the diastereoselective reduction of the resin-bound ketone.
Schunk
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Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Professor-Pirlet-Strasse 1, 52074 Aachen, Germany.
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