@article{1e2124ae369e425083d6bd0c2e9a94d5,
title = "AgNTf2-mediated allylation with allylsilanes at C3a-position of hexahydropyrroloindoles: Application to total syntheses of amauromine alkaloids",
abstract = "A protocol for the allylation at the C3a-position of hexahydropyrroloindole using allylsilanes is developed. AgNTf2 proved to be an efficient activator of halopyrroloindoline substrates. This method is applicable to the introduction of various allyl groups including the reverse prenyl group. The utility of this reaction is demonstrated by total synthesis of amauromine alkaloids. Stepwise bromocyclizations of the bis-indolylmethyl diketopiperazine derivative and subsequent double reverse prenylation furnished (+)-novoamauromine and (-)-epiamauromine.",
author = "Hiroyuki Hakamata and Soichiro Sato and Hirofumi Ueda and Hidetoshi Tokuyama",
note = "Funding Information: This work was financially supported by JSPS KAKENHI Grant Numbers JP16H01127 in Middle Molecular Strategy and JP16H00999 in Precisely Designed Catalysts with Customized Scaffolding, a Grant-in aid for Scientific Research (A) (26253001) and (C) (17K08204), and the Platform Project for Supporting Drug Discovery and Life Science Research funded by Japan Agency for Medical Research and Development (AMED). Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",
year = "2017",
month = oct,
day = "6",
doi = "10.1021/acs.orglett.7b02602",
language = "English",
volume = "19",
pages = "5308--5311",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "19",
}