A convenient synthesis of diastereomeric synthons

Ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetates by direct and reverse substituent introductions

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Abstract

The two diastereomers of ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetate (4 and 5) were synthesized from l-(3′,4′-dimethoxyphenyl)isopropylamine (1) by direct and reverse substituent introductions. The cause of the diastereo-stereoselectivity is rationalized.

Original languageEnglish
Pages (from-to)1605-1606
Number of pages2
JournalHeterocycles
Volume43
Issue number8
Publication statusPublished - 1996

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Stereoselectivity
Acetates
2-propylamine
3-methyl-1,2,3,4-tetrahydroisoquinoline

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "A convenient synthesis of diastereomeric synthons: Ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetates by direct and reverse substituent introductions",
abstract = "The two diastereomers of ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetate (4 and 5) were synthesized from l-(3′,4′-dimethoxyphenyl)isopropylamine (1) by direct and reverse substituent introductions. The cause of the diastereo-stereoselectivity is rationalized.",
author = "Ferenc F{\"u}lop and J{\'a}nos Tari and G{\'a}bor Bern{\'a}th and P{\'a}l Soh{\'a}r",
year = "1996",
language = "English",
volume = "43",
pages = "1605--1606",
journal = "Heterocycles",
issn = "0385-5414",
publisher = "Japan Institute of Heterocyclic Chemistry",
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T1 - A convenient synthesis of diastereomeric synthons

T2 - Ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetates by direct and reverse substituent introductions

AU - Fülop, Ferenc

AU - Tari, János

AU - Bernáth, Gábor

AU - Sohár, Pál

PY - 1996

Y1 - 1996

N2 - The two diastereomers of ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetate (4 and 5) were synthesized from l-(3′,4′-dimethoxyphenyl)isopropylamine (1) by direct and reverse substituent introductions. The cause of the diastereo-stereoselectivity is rationalized.

AB - The two diastereomers of ethyl 3-methyl-1,2,3,4-tetrahydroisoquinoline-1-acetate (4 and 5) were synthesized from l-(3′,4′-dimethoxyphenyl)isopropylamine (1) by direct and reverse substituent introductions. The cause of the diastereo-stereoselectivity is rationalized.

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VL - 43

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EP - 1606

JO - Heterocycles

JF - Heterocycles

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