Abstract
Regio- and stereoselective 1,3-dipolar cycloadditions of C-(3-indolyl)-N-phenylnitrone (2) with variedly substituted dipolarophiles were carried out to obtain syn- C4 and C5 substituted indolyl-isoxazolidines 6a–c and 7a–f, respectively. Reduction of obtained isoxazolidines, by employing various reducing agents, causes cleavage of the N–O bond, which is accompanied by concomitant cleavage of C–N bond leading to the formation of a library of novel indole based natural product analogs and precursors.
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