Synthetic Estrogens, Implantation Inhibitors, and Hypocholesterolemic Agents. I. Tetrahydronaphthalene Series

Short Total Synthesis of (±)-Galbulin and (±)-Isogalbulin Using Zirconium Chemistry

“…The reaction of 7 with 5 equiv of veratrole in the presence of aluminum chloride under Friedel−Crafts conditions described for similar systems led to (±)-isogalbulin ( 2 ) in low yield contaminated with (±)-galbulin ( 1 ) (Table , entry 1). Simultaneously a large amount of polymeric material was formed.…”

Antifertility Agents

“…2, and the substitution of a pyrrolidino for the diethylamino group at the para position increased antifertility activity manyfold. Bencze et al (83,84) studied some tetrahydronaphthalenes and found peak antifertility activ ity in basic phenolic ether (XIIa, Fig. 5), which prevented pregnancy in all rats at 20 p.g/kg per day when given on days 1 to 4 after coitus.…”

Enantioselective electrophilic fluorination of α-aryl-tetralones using a preparation of N-fluoroammonium salts of cinchonine

“…Compounds 9a [15], 9b [23], 9c [23], 9d [24], 9e [23], 9f [15], 9g [15], 9h [15], 9j [23] and 9k [23]…”