The reduction of y-nitro-carbonyl compounds to give A'-pyrroline l-oxides is described and the reactions of several such N-oxides are reported. THE corrin nucleus, parent of the macrocyclic component of the vitamin B,, molecule, is at an oxidation level between that of the pyrroles and the Al-pyrrolines and, in our synthetical studies in this field, it became apparent that the Af-pyrroline l-oxides might offer a flexibility in synthesis somewhat greater than the parent Schiff bases.The A1-pyrroline l-oxides (I) are cyclic nitrones derivable by oxidation of hydroxylamines (11) or by cyclisation of a y-hydroxyamino-carbonyl compound (111). As R4 R4 R4 R4 . ; I J -J R S = ;:rJ +/ RS -;rio.R5 -.;I!O.R
The formation of steroidal Schiff's bases possessing exocyclic azomethine groups at the 3-, 16-, and 17-positions has been examined. Compounds of the last type can be readily isolated, but in less-hindered situations the azomethine group is much more sensitive. Spectral and optical rotatory dispersion data are presented and discussed.
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