Oxazaborolidinone-promoted vinylogous Mukaiyama aldol reactions.
delta-Hydroxy-alpha,beta-unsaturated carbonyl compounds were prepared in one step via the vinylogous Mukaiyama aldol reactions with O,O-silyl ketene acetals. Isopropyl alcohol as additive and tryptophane-based B-phenyloxazaborolidinone were required for obtaining the gamma-alkylated product in high enantioselectivities.
Institut für Organische Chemie, Leibniz Universität Hannover, Schneiderberg 1B, 30167 Hannover, Germany.
Serkan
S
Simsek
Melanie
M
Horzella
Markus
M
Kalesse
D000447:Aldehydes / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*
D000447:Aldehydes; D001896:Boron Compounds; C116609:3-hydroxybutanal