@article{47f7b5205c1342f781ce700c8c7d9259,
title = "Bioinspired Synthesis of the Central Core of Halichonadin H: The Passerini Reaction in a Hypothetical Biosynthesis of Marine Natural Products",
abstract = "A pathway is proposed for the biosynthesis of the unique homodimeric terpene, halichonadin H. The proposed biosynthetic pathway involves two key Passerini reactions of eudesmane-type terpene isocyanides. The Passerini reaction of a model terpene isocyanide and formaldehyde afforded an α-hydroxy acetamide, which was further subjected to oxidation and a second Passerini reaction. This reaction sequence furnished an α-hydroxy malonamide connected with two identical terpene units which is the identical structural motif found in halichonadin H.",
keywords = "Passerini reaction, biosynthesis, isocyanides, marine natural products, terpenes",
author = "Yoshiyasu Ichikawa and Toshiki Yamasaki and Keisuke Nakanishi and Yutaro Udagawa and Seijiro Hosokawa and Toshiya Masuda",
note = "Funding Information: We are grateful for the financial support provided by a Grant-in-Aid for Scientific Research (C) (16K01916) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT).MinistryofEducation,Culture,Sports,ScienceandTechnology(16K01916) Publisher Copyright: {\textcopyright} Georg Thieme Verlag Stuttgart - New York.",
year = "2019",
doi = "10.1055/s-0037-1610867",
language = "English",
volume = "51",
pages = "2305--2310",
journal = "Synthesis (Germany)",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "11",
}
