Cycloadditions of 1,3-oxazolium-4-olates (Isomunchnones) by Rhodium(II)-Induced decomposition of α-Diazocarbonyl derivatives of (5R)- and (5S)-phenyloxazin-3-one as a chiral template

Article abstract of DOI:10.1016/S0040-4039(97)00918-0

Cycloadducts (6-9) were synthesised from isomunchnone derivatives of (5R)- and (5S)-phenyloxazin-3-one by rhodium(II)-catalysed decomposition of α-diazocompounds (3a-c). Additions to various carbon-carbon dipolarophiles proceeded with high endo/exo-selectivities and moderate diastereofacial selectivities.