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A novel synthetic route to 11-deoxyanthracycline AB synthons
Authors:Hee-doo Kim  Sang-ae Park  Sang-sup Jew
Affiliation:1. College of Pharmacy, Sookmyung Women's University, 53-12 Chungpa-dong 2-ka, Yongsanku, 140-742, Seoul, Korea
2. College of Pharmacy, Seoul National University, 139-742, Seoul, Korea
Abstract:An efficient synthetic method for 11-deoxyanthracycline AB synthons is described. A versatile key intermediate vinyl bromide3 was prepared from 5-methoxy-1-tetralone in three steps, and then was converted to the allylic alcohols4 and8 which, in tum, fumished highly fuctionalized AB synthons7 and12, respectively, via sequential epoxidation-reduction-protection processes.
Keywords:11-Deoxyanthracycline  AB synthon  Vinyl bromide  Allylic alcohol  Epoxidation  5-Methoxy-1-tetralone
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