DEVELOPMENT OF AN ALANINE-DERIVED CHIRAL STABILIZED AZOMETHINE YLID BASED ON THE 5-(2'NAPHTHYL)MORPHOLIN-2-ONE TEMPLATE

Authors
ANSLOW AS COX GG HARWOOD LM
Citation
As. Anslow et al., DEVELOPMENT OF AN ALANINE-DERIVED CHIRAL STABILIZED AZOMETHINE YLID BASED ON THE 5-(2'NAPHTHYL)MORPHOLIN-2-ONE TEMPLATE, Himia geterocikliceskih soedinenij, (10), 1995, pp. 1393-1401
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Himia geterocikliceskih soedinenij → ACNP
ISSN journal
01326244
Issue
10
Year of publication
1995
Pages
1393 - 1401
Database
ISI
SICI code
0132-6244(1995):10<1393:DOAACS>2.0.ZU;2-1
Abstract
A route to enantiomerically pure alpha-methyl functionalized proline d erivatives have been presented, using a 1,3-dipolar cycloaddition stra tegy based upon a homochiral 5-(2'-naphthyl) morpholin-2-one template. A mild means of generating stabilized azomethine ylids using sonicati on and Lewis acid catalysis have been developed, avoiding the use of e xcessive temperatures.