Abstract

[reaction: see text] Chelated amino acid ester enolates undergo 1,4-addition toward nitroalkenes in a highly stereoselective fashion. Trapping the nitronates formed in the addition step with chloroformates or acyl chlorides gives rise to highly reactive intermediates that directly undergo cyclization. Depending on the N-protecting group (PG) used, iminoxazines or azetidinimines are formed in a simple one-pot protocol.

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