Organocatalytic direct michael reaction of ketones and aldehydes with beta-nitrostyrene in brine

J Am Chem Soc. 2006 Apr 19;128(15):4966-7. doi: 10.1021/ja060338e.

Abstract

We have developed a direct, asymmetric Michael reaction that can be performed in brine or seawater without addition of organic solvents. A bifunctional catalyst with long hydrophobic alkyl chains efficiently catalyzed Michael reactions and afforded the desired products in excellent yield with high enantiomeric excess, even when only an equal molar ratio of the donor to acceptor was used.