Diastereoselective synthesis of 2-alkyl-1,2,3,4-tetrahydro quinolin-3-ols - An example of diastereoconversion of alpha-alkyl epoxides

Authors
Kratzel, M Hiessbock, R
Citation
M. Kratzel et R. Hiessbock, Diastereoselective synthesis of 2-alkyl-1,2,3,4-tetrahydro quinolin-3-ols - An example of diastereoconversion of alpha-alkyl epoxides, HETEROCYCLE, 52(2), 2000, pp. 853-862
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
2
Year of publication
2000
Pages
853 - 862
Database
ISI
SICI code
0385-5414(20000201)52:2<853:DSO2Q->2.0.ZU;2-N
Abstract
The efficient synthesis of both diastereomers of 2-alkyl-1,2,3,4-tetrahydro quinolin-3-ols, representing rigid 1,2-amino alcohols, is outlined applying a diastereoconversion approach. The relative configuration of the title co mpounds is supported by the unequivocal stereochemical course of the reacti ons used.