Canadian journal of chemistry

Directed ortho metalation reactions. Convergent synthesis of" angular" anthracyclinones ochromycinone and X-14881 C

K Katsuura, V Snieckus

文献索引：Katsuura, K.; Snieckus, V. Canadian Journal of Chemistry, 1987 , vol. 65, p. 124 - 130

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被引用次数: 42

摘要

Convergent syntheses of the benz [a] anthraquinone natural products X-14881 C (2 c) and ochromycinone (2 d) have been achieved using aromatic directed metalation strategies. Key steps involve (a) the condensations of dilithiated cis-tetralol (13 a) with the aldehydo o- anisamide 14 and of methoxymethyl protected aldehyde 17 b with lithiated o-anisamide (18) to give, after acid-catalyzed cyclization, the phthalide 16, and (b) the regiospeciflc ...