Archives for Chemistry Experiments of (S)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline

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The absolute configuration of (1S)-(+)- and (1R)-(-)1-phenyl-1,2,3,4-tetrahydroisoquinoline. A revision of the literature assignment

The title compounds (S)-(+)-8 and (R)-(-)-8 have been prepared by an asymmetric synthesis that is based on stereoselective additions to the chiral N-acylisoquinoliniumion 3. The absolute configuration of these compounds has been determined by an X-ray analysis performed on the intermediate 5. According to the results of this study the stereochemical assignment for (S)-(+)-8 and (R)-(-)-8 described in the literature has to be revised.

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Reference£º
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem