A formal total synthesis of (-)-cephalotaxine.

M IKEDA, SAA El Bialy, K HIROSE, M Kotake…

文献索引：Ikeda, Masazumi; Serry; Bialy, El; Hirose, Ken-Ichi; Kotake, Miho; Sato, Tatsunori; Bayomi, Said M. M.; Shehata, Ihsan A.; Abdelal, Ali M.; Gad, Laila M.; Yakura, Takayuki Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 7 p. 983 - 987

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被引用次数: 27

摘要

A formal total synthesis of (-)-cephalotaxine (1) has been achieved. The key step is an intramolecular aldol condensation of the diketone 9, which in turn was obtained in three steps from the azabicyclic compound 6 derived from D-proline according to Seebach's procedure. Treatment of 9 with a catalytic amount of sodium 2-methyl-2-butanolate in benzone at room temperature gave the α, β-unsaturated ketone 8 in 43% yield. Catalytic ...