- Practical asymmetric synthesis of beta-trichloromethyl-beta-hydroxy ketones by the reaction of chloral or chloral hydrate with chiral imines.
Practical asymmetric synthesis of beta-trichloromethyl-beta-hydroxy ketones by the reaction of chloral or chloral hydrate with chiral imines.
Organic letters (2003-06-07)
Kazumasa Funabiki, Norihiro Honma, Wataru Hashimoto, Masaki Matsui
PMID12790528
ABSTRACT
[reaction: see text] Chloral or its hydrate undergoes the carbon-carbon bond-formation reaction with various optically active imines in the absence of any additive, followed by hydrolysis, to produce the corresponding beta-trichloromethyl-beta-hydroxy ketones in good yields with high enantioselectivities. In addition, the products with higher ee values were obtained by a simple recrystallization process.
MATERIALS