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Studies on the syntheses of heterocyclic and natural compounds. Part 939: An efficient and stereoselective synthesis of des-a-ring steroids—potential intermediates to estradiol,cortisone and progesterone
Authors:Tetsuji Kametani  Hiroo Matsumoto  Toshio Honda  Mitsuo Nagai  Keiichiro Fukumoto
Affiliation:Hoshi College of Pharmacy, Ebara 2-4-41, Shinagawa-ku, Tokyo 142, Japan;Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan
Abstract:A stereoselective synthesis of des-A-ring steroids 9 and 17 has been achieved by an intramolecular cycloaddition of 3-isopropenyl-5-(4-methoxybenzocyclobutenyl) pentan-2-one-2-ethylene ketal 7 and 1-(4-methoxy-benzocyclobutenyl)-4-methylpent-4-en-3-ol 16, respectively.
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