Further observations on the cyclisation of 2-benzamido-1-phenylpropan-1-ol
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1153-1154
- https://doi.org/10.1039/p19740001153
Abstract
The formation of threo-2-benzamido-1-phenylpropan-1-ol from attempted cyclisation of its erythro-isomer is explained. In place of the expected 3-methyl-1-phenylisoquinoline, cyclisation yields 4-methyl-2,5-diphenyl-Δ2-oxazoline. Attempted isolation of the product via hydrochloride salt formation results in ring opening and eventual formation of threo-2-benzamido-1-phenylpropan-1-ol via a three-stage process.Keywords
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