Chiral acetals as stereoinductors: diastereoface selective alkylation of dihydrobenzoxazine-derived amide enolates
Novel dihydrobenzoxazine-derived acetals of type 3 have been developed for asymmetric C-alkylations of propionyl amide enolates. High stereoselectivities are obtained for amides 15 and 22 which are rationalized in terms of intramolecular metal chelate formation.
Mulzer
J
Institut fur Organische Chemie der Universitat Wien, Austria. mulzer@felix.orc.univie.ac.at
Langer
O
Hiersemann
M
Bats
JW
Buschmann
J
Luger
P