Enantioselective synthesis of 1-azaspiro[5.5]undecane ring system of histrionicotoxin alkaloids from D(+)-glucose

TitleEnantioselective synthesis of 1-azaspiro[5.5]undecane ring system of histrionicotoxin alkaloids from D(+)-glucose
Publication TypeJournal Article
Year of Publication2005
AuthorsBera, S
JournalHeterocycles
Volume65
Issue12
Pagination2901-2916
Date PublishedDEC
Type of ArticleArticle
ISSN0385-5414
Keywordschiron approach, domino reaction, Ring closing metathesis
Abstract

Histrionicotoxins, the archetype of a group of spiropiperidine containing alkaloids from the brightly colored poison arrow frog Dendrobates histronicus native to the Amazon rain forests of Southern Columbia, was first isolated by Daly, Witkop and co-workers in 1971.1 They all share a common Iazaspiro[5.5]undecan-8-ol ring system with unsaturated C4 or C5 side chains at both the 2 and 7 positions. The nature and length of the side chains distinguish the different members of the histrionicotoxin family.

Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)1.107
Divison category: 
Biochemical Sciences