Journal
CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 50, Issue 6, Pages 872-876Publisher
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.50.872
Keywords
alkaloid; indole; maleimide; imidazole; Stille coupling reaction; synthesis
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The Stille coupling reaction of stannylindole 12 with 4-iodoimidazole 13 (or 24) in the presence of PdCl2(PPh3)(2) gave the corresponding indole-imidazole coupling product 14 (or 25), thereby affording a new synthetic approach to the alkaloid granulatimide (7), isolated from the Brazilian ascidian Didemnum granulatum, as well as its structural analogues, 10-methylgranulatimide (23), 17-methylgranulatimide (30), 10,17-dimethylgranulatimide (31).
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