Convenient Syntheses of Vitamin K and Coenzyme Q by the Coupling of Grignard Reagents with Allylic Phosphate
作者:Shuki Araki、Takashi Sato、Hiroyuki Miyagawa、Yasuo Butsugan
DOI:10.1246/bcsj.57.3523
日期:1984.12
described. Grignard coupling of polyprenyl diethyl phosphates with 1,4-dimethoxy-3-methyl-2-naphthylmagnesium bromide gave high yields of the polyprenylated hydroquinone dimethyl ethers regioselectively with the preservation of the stereochemistry. The precursors of coenzyme Q were similarly obtained by the coupling of 2,3,4,5-tetramethoxy-6-methylphenylmagnesium bromide and the polyprenyl phosphates. The
描述了维生素 K 和辅酶 Q 的方便合成。聚异戊二烯二乙基磷酸酯与 1,4-二甲氧基-3-甲基-2-萘基溴化镁的格氏偶联在保留立体化学的情况下区域选择性地得到高产率的聚异戊二烯化氢醌二甲醚。辅酶 Q 的前体类似地通过 2,3,4,5-四甲氧基-6-甲基苯基溴化镁和聚异戊二烯基磷酸酯的偶联获得。已知合成的(聚异戊二烯基)氢醌二甲醚被氧化为具有生物活性的醌。