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Journal of heterocyclic chemistry

Publication date: 1991-06-01
Volume: 28 Pages: 867 - 873
Publisher: Hetero corporation

Author:

Janke, F
Himmelreich, U ; Toth, G ; Tischer, T ; Kadas, I ; Bende, Z ; Toke, L

Keywords:

1,3-dipolar cyclo-additions, salts, Science & Technology, Physical Sciences, Chemistry, Organic, Chemistry, 1,3-DIPOLAR CYCLO-ADDITIONS, SALTS, 0305 Organic Chemistry, Organic Chemistry, 3405 Organic chemistry

Abstract:

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 alpha,alpha,beta,beta-relative configuration with one exception. Relative configuration of compounds prepared has been determined by 1D and 2D H-1 and C-13 nmr techniques. It has also been detected that a triple trans half arrow right over half arrow left cis-1 half arrow right over half arrow left cis-2 conformation equilibrium exists in solution.