Heterocyclic steroids. II. Synthesis of some spiro derivatives of 7,8‐diaza‐11‐oxasteroids

O‐Methylcaprolactim 3 reacts in hot dimethylsulfoxide with α‐amino acids 4 to give 5H‐3‐oxo‐2,3,6,7,8,9‐hexahydroimidazo[1,2‐a]azepines 6 and, unexpectedly, hydroxylated derivatives 7a,c and 8c. The structures of the hydroxylated compounds have been elucidated by spectroscopic means and, when necessary, further confirmed by an independent unequivocal synthesis. The formation of 7 as well as the isomerization of 7c to 8c are discussed in detail.

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Heterocyclic steroids. II. Synthesis of some spiro derivatives of 7,8‐diaza‐11‐oxasteroids

Abstract: A simple, one step conversion of aldol adducts 1 derived from cyclic 1,2,3‐tricarbonyl compound with 1,3‐cycloalkanediones into title compounds 2 is described.

Cited by 7 publications

References 6 publications

ChemInform Abstract: HETEROCYCLIC STEROIDS. II. SYNTHESIS OF SOME SPIRO DERIVATIVES OF 7,8‐DIAZA‐11‐OXASTEROIDS

ChemInform Abstract: HETEROCYCLIC STEROIDS. II. SYNTHESIS OF SOME SPIRO DERIVATIVES OF 7,8‐DIAZA‐11‐OXASTEROIDS

A simple synthesis of heterocyclic ring systems containing the 1,3‐oxazine nucleus

Hydroxylation of 5H‐3‐Oxo‐2,3,6,7,8,9‐hexahydroimidazo[1,2‐a]azepine derivatives by molecular oxygen

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