Stereochemical studies on the synthesis of 1,2,3,4-tetrahydroisoquinolin-4-ols |
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| Affiliation: | 1. Department of Geography, Cotton University, Guwahati 781001, India;2. Department of Geography, Gauhati University, Guwahati 781014, India;3. Department of Geography, Indiana University Bloomington, Student Building 120, 701 E. Kirkwood Avenue, Bloomington, IN 47405-7100, USA;4. Department of Civil, Structural and Environmental Engineering, Ketter Hall, University of Buffalo, NY 14228, USA;5. Department of Geography, School of Environment and Earth Sciences, Central University of Punjab, Bathinda 151401, India |
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| Abstract: | The stereoselectivity of the acid catalyzed promoted cyclization of adequately substituted α-aminoaldehydes to afford a series of tetrahydroisoquinolin-4-ols is studied. The results illustrate the effect of the substituents at C-1 and/or C-3 in the target heterocycle. The required precursors 5 and 10 were synthesized from the enantiomerically pure (−)-imines 1 by two different routes, and reacted with conc. HCl. |
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