NITRONE CYCLOADDITION-BASED ENTRY TO THE COCCINELLINE ALKALOID SKELETON - SYNTHESIS OF (+/-)-EPI-HIPPODAMINE

D R ADAMS, W CARRUTHERS, P J CROWLEY

Research output: Contribution to journalArticle

Abstract

Synthesis of intermediate 13 possessing the perhydropyrido[2,1,6-de]quinolizine skeleton of the coccinelline alkaloids and conversion to epi-hippodamine 20 was accomplished with stereochemical control arising from a key cycloaddition reaction of nitrone 2 with ethyl hexa-3,5-dienoate.

Original languageEnglish
Pages (from-to)1261-1263
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number18
Publication statusPublished - 15 Sep 1991

Cite this