title: A facile total synthesis of ent-17beta-estradiol and structurally related analogues.
abstract: A facile six-step synthesis (15.2% yield) of ent-17beta-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C(17) is also reported.
authors.affiliation: Department of Molecular Biology and Pharmacology, Washington University School of Medicine, Campus Box 8103, 660 S. Euclid Ave., St. Louis, MO 63110, USA.
authors.forename: Zu Yun
authors.initials: ZY
authors.lastname: Cai
authors.forename: Douglas F
authors.initials: DF
authors.lastname: Covey
mesh_terms: D000975:Antioxidants / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D001671:Biochemistry / Q000379:methods*; D004958:Estradiol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D008024:Ligands; D018696:Neuroprotective Agents / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D011960:Receptors, Estrogen / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000975:Antioxidants; D008024:Ligands; D018696:Neuroprotective Agents; D011960:Receptors, Estrogen; D004958:Estradiol