title: Synthesis of novel 16-spiro steroids: spiro-7'-(aryl)tetrahydro-1H-pyrrolo[1,2-c][1,3]thiazolo-trans-androsterone hybrid heterocycles.
abstract: The 1,3-dipolar cycloaddition of azomethine ylide derived in situ from the reaction of acenaphthylene-1,2-dione and 1,3-thiazolane-4-carboxylic acid to various exocyclic dipolarophiles synthesized from trans-androsterone and trans-dehydroandrosterone afforded a library of novel spiro[5'.2″]acenaphthylene-1″-one-spiro[16.6']-(7'-aryl)-tetrahydro-1H-pyrrolo [1,2-c][1,3]thiazolo-trans-androsterone/dehydroandrosterone hybrid heterocycles respectively. These reactions proceeded stereo-specifically affording a single isomer of the 16-spiro steroids in excellent yields.
authors: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, Tamil Nadu, India.
authors: Selvaraj
authors: S
authors: Kanchithalaivan
authors: Raju Ranjith
authors: RR
authors: Kumar
authors: Subbu
authors: S
authors: Perumal
mesh_terms: D000073:Acenaphthenes / Q000138:chemical synthesis* / Q000737:chemistry; D000738:Androsterone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000073:Acenaphthenes; D006571:Heterocyclic Compounds; D013141:Spiro Compounds; D000738:Androsterone