Synthesis of diazatricyclic common structure of madangamine alkaloids

Yuta Yanagita, Takahiro Suto, Naoya Matsuo, Yasuhiro Kurosu, Takaaki Sato, Noritaka Chida

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

A general synthetic route toward a diazatricyclic core common to the madangamine family is described. Ring-closing metathesis and palladium-catalyzed cycloisomerization provided the cis-fused diazadecalin structure, accompanied by formation of the N-Boc-enamine, which was utilized as an N-acyliminium ion equivalent. Direct cyclization from the N-Boc-enamine was achieved through the in situ formation of an N,O-acetal.

Original languageEnglish
Pages (from-to)1946-1949
Number of pages4
JournalOrganic Letters
Volume17
Issue number8
DOIs
Publication statusPublished - 2015 Apr 17

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this