
Tetrahedron Letters p. 5641 - 5644 (1992)
Update date:2022-08-04
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2-Nitro 1,3-dienes, generated in situ from the corresponding nitroseleno compounds, react with enamines affording [4+2] heterocycloadducts of different stability. With chiral enamines a high asymmetric induction was observed in some cases. Some of the adducts were readily hydrolyzed to unsaturated γ-nitroketones whereas others spontaneously rearranged to Diels-Alder-type carbocycloadducts.
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