72655-09-5Relevant articles and documents
Stereospecific Transformations of Steroidal 2,3-Aziridines into Substituted Amino-thiols and Ring-A Fused Heterocycles
Campbell, Malcolm M.,Craig, Raymond C.
, p. 766 - 774 (2007/10/02)
1'-Acetyl-2β,3β-dihydro- and 1'-acetyl-2α,3α-dihydro-androst-2-enoazirin-17-one reacted with thiobenzoic S-acid to give the expected trans-diaxial ring-opened products, together with unexpected N-benzoyl-aziridines arising from transacylation.A mixed thioanhydride is postulated in a reaction pathway leading to the latter products. Classical trans-diaxial ring-opening and cyclization concepts were exemplified in ring-expansion reactions of aziridine derivatives to give chemospecific and stereoselective routes to a range of ring-A fused thiazolines and ring-A fused imidazothiazolines.