作者:Gerhard Bringmann、Thomas Ortmann、Doris Feineis、Eva-Maria Peters、Karl Peters
DOI:10.1055/s-2000-6340
日期:——
The synthesis of a new, suitably protected and activated binaphthalene building block representing the central structural element of all known natural dimeric naphthylisoquinoline alkaloids, is described. This functionalized fragment possesses organometallically robust O-isopropyl (instead of O-acetyl) protecting groups and bromo (instead of trifluoromethanesulfonyloxy) activation at the scheduled coupling positions. Starting from a biphenyl intermediate, the construction of the two `outer' naphthalene rings has been achieved by a Wittig reaction → cyclization sequence.
描述了一种新的、适当保护和活化的二萘基构件的合成,该构件代表了所有已知天然二聚萘异喹啉生物碱的中心结构元素。这个功能化的片段拥有有机金属相对稳健的O-异丙基(而不是O-乙酰基)保护基团,以及在指定偶联位置的溴(而不是三氟甲基磺酰氧)活化。以二苯基中间体为起点,通过Wittig反应→环化序列成功构建了两个“外部”萘环。