Concepedia

Unexpected Formation of 3-Substituted 1,2,3,4-Tetrahydroisoquinolines during Tosylation of <i>N</i>,<i>N</i>-dibenzylaminols

S. Chandrasekhar, Pradyumna K. Mohanty, K. Harikishan, Pradip K. Sasmal

Organic Letters · 1999 · 15 citations · 13 references

DOI

Concepts

Abstract

An efficient new entry toward the construction of 3-substituted 1,2,3,4-tetrahydroisoquinolines from N, N -dibenzyl-α-aminols is reported via intramolecular Friedel−Crafts cyclization of in situ generated tosylate intermediate.

References

13

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Preparation of Aminoalkyl Chlorohydrin Hydrochlorides:  Key Building Blocks for Hydroxyethylamine-Based HIV Protease Inhibitors

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Bioxalomycins, new antibiotics produced by the marine Streptomyces sp. LL-31F508. Taxonomy and fermentation.

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(1S)-1-(Aminomethyl)-2-(arylacetyl)-1,2,3,4-tetrahydroisoquinoline and heterocycle-condensed tetrahydropyridine derivatives: members of a novel class of very potent .kappa. opioid analgesics

Vittorio Vecchietti, G. D. Clarke, Giuseppe Giardina et al. · Journal of Medicinal Chemistry · 1991 · 61 citations · Full text

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Conversion of Enkephalin and Dermorphin into δ‐Selective Opioid Antagonists by Single‐Residue Substitution

Teodorico Tancredi, Severo Salvadori, Pietro Amodeo et al. · European Journal of Biochemistry · 1994 · 51 citations · Full text

, , +17