Toward the total synthesis of (±)-andrastin C

Rei Okamoto, Kazutaka Takeda, Hidetoshi Tokuyama, Masataka Ihara, Masahiro Toyota

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

An efficient approach to generate a fully functionalized cyclopenta[a]phenanthrene 34, the basic carbon framework of andrastin C (1c), is described. The present synthetic route features a stereoselective intramolecular Diels-Alder reaction of triene 12 and an intramolecular carbonyl ene reaction of 3-phenanthrenyl-2- (methoxymethoxy)propanal 31.

Original languageEnglish
Pages (from-to)93-103
Number of pages11
JournalJournal of Organic Chemistry
Volume78
Issue number1
DOIs
Publication statusPublished - 2013 Jan 4

ASJC Scopus subject areas

  • Organic Chemistry

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