Synthesis and stereochemistry of 1,2,3,4-tetrahydro-6-methoxy-2-methyl-1-phenylisoquinoline and related compounds
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 16,p. 2213-2217
- https://doi.org/10.1039/j39700002213
Abstract
The absolute configurations of (1R,4R)-1,2,3,4-tetrahydro-4-hydroxy-6-methoxy-2-methyl-1-phenylisoquinoline (XIa) and its epimer, which were synthesised by cyclisation of D-(+)-2-amino-1-(3-hydroxyphenyl)ethanol with benzaldehyde, followed by Eschweiler-Clarke methylation, were determined by their n.m.r. spectra. The relationship between the absolute configuration of (1R)-1,2,3,4-tetrahydro-6-methoxy-2-methyl-1-phenylisoquinoline and its o.r.d. curve was also revealed.Keywords
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