Total synthesis of the clavicipitic acids by anintramolecular azide cycloaddition strategy

Alan P. Kozikowski, Michael N. Greco

Research output: Contribution to journalArticlepeer-review

Abstract

A straightforward total synthesis approach to the structurally unique ergot derailment products, the clavicipitic acids 1 and 2, is described. The synthetic strategy is based on the formation of the seven-membered nitrogen-containing ring of 1 and 2through an intramolecular azide cycloaddition process. The cycloaddition strategy, which produces solely the imine product 24, does in some sense mimic the proposed biosynthetic pathway to these acids.

Original languageEnglish (US)
Pages (from-to)2310-2314
Number of pages5
JournalJournal of Organic Chemistry
Volume49
Issue number13
DOIs
StatePublished - Feb 1984

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Total synthesis of the clavicipitic acids by anintramolecular azide cycloaddition strategy'. Together they form a unique fingerprint.

Cite this