Stereochemistry of cycloadducts from 3,4‐dihydro‐6,7‐dimethoxyisoquinoline ylide and olefins

Frank Janke, Uwe Himmelreich, Gábor Tóth, Thomas Tischer, István Kádas, Zoltán Bende, L. Tőke

Research output: Contribution to journalArticle

12 Citations (Scopus)


Cycloaddition of 2‐methoxycarbonylmethyl‐3,4‐dihydro‐6,7‐dimethoxyisoquinolinium ylide with various E‐substituted olefin type dipolarophiles gave products of 10b‐H, 1‐H, 2‐H and 3‐H α,α,β,β‐relative configuration with one exception. Relative configuration of compounds prepared has been determined by 1D and 2D 1H and 13C nmr techniques. It has also been detected that a triple trans ⇌ cis‐1 ⇌ cis‐2 conformation equilibrium exists in solution.

Original languageEnglish
Pages (from-to)867-873
Number of pages7
JournalJournal of Heterocyclic Chemistry
Issue number4
Publication statusPublished - 1991

ASJC Scopus subject areas

  • Organic Chemistry

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