6533b872fe1ef96bd12d418e
RESEARCH PRODUCT
Novel examples of the N-methyl effect on cyclisations of N-Boc derivatives of amino alcohols. A theoretical study
Elena Zaballos-garcíaSalvador GilEl Mestafa El HadramiA. HamdachLuis R. DomingoJosé Sepúlveda-arquesPau ArroyoMaria Luisa Testasubject
CarbamateNucleophileStereochemistryChemistrymedicine.medical_treatmentOrganic ChemistryDrug DiscoveryThorpe–Ingold effectAb initiomedicineBiochemistrydescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2004-12-01 | Tetrahedron |