Regio- and stereoselective addition of grignard reagents to N-galactosyl-2-pyridone: Synthesis of 4-substituted 5,6-didehydro-2-piperidinones

Authors
Follmann, M Rosch, A Klegraf, E Kunz, H
Citation
M. Follmann et al., Regio- and stereoselective addition of grignard reagents to N-galactosyl-2-pyridone: Synthesis of 4-substituted 5,6-didehydro-2-piperidinones, SYNLETT, (10), 2001, pp. 1569-1570
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
2001
Pages
1569 - 1570
Database
ISI
SICI code
0936-5214(200110):10<1569:RASAOG>2.0.ZU;2-L
Abstract
Grignard reagents add diasterco- and regioselectively to the gamma -positio n of N-(2,3,4,6-tetra-O-pivaloyl-beta -D-galactopyranosyl)- 1,2-dihydro-pyr idin-2 -one in situ, when activated by trimethylsilyl trifluoromethanesulfo nate yielding enantiomerically pure 4-substituted N-galactosyl-5.6-didehydr o-2-piperidinones.