A Convenient Synthesis of (±)-Taxodione,(±)-Ferruginol, and (±)-Sugiol

T Matsumoto, S Usui, T Morimoto

文献索引：Matsumoto; Usui; Morimoto Bulletin of the Chemical Society of Japan, 1977 , vol. 50, # 6 p. 1575 - 1579

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被引用次数: 43

摘要

The condensation of β-cyclocitral (4); with 3-isopropyl-4-methoxybenzyl chloride (5) in the presence of lithium naphthalenide gave an alcohol (6), which was then oxidized to the corresponding α, β-unsaturated ketone (7). The Intramolecular cyclization of 7 with polyphosphoric acid yielded (±)-12-methoxyabieta-8, 11, 13-trien-6-one (8) and its cis- isomer (9), which was then successfully converted into 8 via an enol acetate (11). The 8 ...