A novel and highly efficient asymmetric synthesis of optically active anthracyclinones

M Suzuki, Y Kimura, S Terashima

Index: Suzuki; Kimura; Terashima Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 11 p. 3559 - 3572

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Citation Number: 23

Abstract

The bromolactonization of the optically active acetals derived from 2-acetyl-5, 8-dimethoxy- 3, 4-dihydronaphthalene and (R, R)-N, N: N′, N′-tetraalkyltartaramide was found to proceed highly diastereoselectively, giving mixtures of the seven-membered bromo lactones and the bromohydrins. The predominantly produced bromo lactones could be effectively converted to (R)-2-acetyl-5, 8-dimethoxy-1, 2, 3, 4-tetrahydro-2-naphthol, the AB ring ...