作者: Thomas J. Maimone , Yoshihiro Ishihara , Phil S. Baran
DOI: 10.1016/J.TET.2014.11.010
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摘要: The Stigonemataceae family of cyanobacteria produces a class biogenetically related indole natural products that include hapalindoles and ambiguines. In this full account, practical route to the tetracyclic hapalindole is presented by way an eight-step, enantiospecific, protecting-group-free total synthesis (−)-hapalindole U features oxidative indole–enolate coupling. With gram-scale access U, first ambiguine alkaloid, (+)-ambiguine H, was completed via isonitrile-assisted prenylation followed photofragmentation cascade.