Acta Crystallographica Section C

Crystal Structure Communications

Volume 56, Part 4 (April 2000)

organic compounds

 

Two 5-oxa-2,6-diazaspiro[3.4]octan-1-one derivatives from the [3+2] cycloaddition of methylenelactams with nitrones

A. Chiaroni, C. Riche, S. Rigolet, J.-M. Mélot and J. Vebrel

Abstract: The two title 5-oxa-2,6-diazaspiro[3.4]octan-1-one adducts, 7-benzoyl-2-(4-methoxyphenyl)-6-phenyl-5-oxa-2,6-diazaspiro[3.4]octan-1-one, C₂₅H₂₂N₂O₄, (III), and 6-tert-butyl-2-(4-methylphenyl)-7-phenyl-5-oxa-2,6-diazaspiro[3.4]octan-1-one, C₂₂H₂₆N₂O₂, (IV), were obtained from a stereospecific [3+2] 1,3-cycloaddition of 3-methylene azetidin-2-ones as dipolarophiles with nitrones. The lactam ring is conjugated with the p-methoxyphenyl or p-methylphenyl moiety. The envelope conformations of the isoxazolidine rings in (III) and (IV) are different, leading the substituents to be pseudo-axial in (III) and pseudo-equatorial in (IV).

Formula: C₂₂H₂₆N₂O₂ and C₂₅H₂₂N₂O₄

	Structure factor file (CIF format) (181.7 kbytes) Contains datablock III
	Structure factor file (CIF format) (174.0 kbytes) Contains datablock IV

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