Reactions of 1,2-dehydropyrrolidin-5-one with 1,3-dienes. Synthesis of dl-gephyrotoxin 223AB
- 1 May 1988
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 66 (5) , 1163-1172
- https://doi.org/10.1139/v88-191
Abstract
Evidence is presented that the regiospecific and often stereospecific pseudo-Diels–Alder reactions of 1,3-dienes with N-acyl immonium salts, derived from 5-ethoxy-2-pyrrolidinone, are stepwise reactions. 6,7-Dehydroindolizidinones, unsaturated lactam esters, and new indene and furan derivatives are described. A synthesis of dl-gephyrotoxin 223AB (indolizidine 223AB) from trans-1,3-heptadiene was achieved.This publication has 4 references indexed in Scilit:
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