Title of article
Novel examples of the N-methyl effect on cyclisations of N-Boc derivatives of amino alcohols. A theoretical study
Author/Authors
A. Hamdach، نويسنده , , E.M. El Hadrami، نويسنده , , M.L. Testa، نويسنده , , L. M. B. C. Campos and P. J. S. Gil، نويسنده , , E. Zaballos-Garc?a، نويسنده , , J. Sepulveda-Arques، نويسنده , , P. Arroyo، نويسنده , , L.R Domingo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
7
From page
12067
To page
12073
Abstract
New examples of the N-methyl effect on the cyclisation of N-tert-butoxycarbonyl derivatives of amino alcohols are reported. Ab initio studies for the displacement step with formation of the five-membered heterocycle indicate that the increase of the nucleophile character of the carbonyl oxygen of the carbamate group with the N-methyl substitution is responsible for the acceleration of the cyclisation step.
Keywords
Thorpe–Ingold effect , Cyclocarbamation , Amino alcohols
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1087424
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