XLV.—Attempted resolution of racemic aldehydes

Resolution of racemic phenylalanine.

Phenylalanine has previously been resolved by fractional crystallization of the brucine salt of formyl-nn-phenylalanine (1) or of the cinchonine salt of benzoyl-nn-phenylalanine (2). Enzymatic methods have also been used for the resolution. According to the method of Gilbert, Price, and Greenstein (3), racemic phenylalanine is resolved by subjecting its Nchloroacetylated derivative to asymmetri...

Resolution of racemic phenylalanine, tyrosine, and tryptophan.

Kinetics and mechanism of the racemic addition of trimethylsilyl cyanide to aldehydes catalysed by Lewis bases.

The mechanism by which four Lewis bases, triethylamine, tetrabutylammonium thiocyanate, tetrabutylammonium azide and tetrabutylammonium cyanide, catalyse the addition of trimethylsilyl cyanide to aldehydes is studied by a combination of kinetic and spectroscopic methods. The reactions can exhibit first or second order kinetics corresponding to three different reaction mechanisms. Spectroscopic ...

Superparamagnetic nanoparticle-supported enzymatic resolution of racemic carboxylates.

Candida rugosa lipase immobilized on maghemite nanoparticles demonstrated high stereoselectivity in kinetic resolution of racemic carboxylates and improved long-term stability over its parent free enzyme, allowing the supported enzyme to be repeatedly used for a series of chiral resolution reactions.

Integrated microreaction system for optical resolution of racemic amino acids.

We developed a novel microreaction system for optical resolution of racemic amino acids. This device, which is based on a continuous microfluidic system, consists of an enzyme-immobilized microreactor and a microextractor. Use of the enzyme-microreactor, which was prepared by membrane formation on the microchannel surface, enabled a highly enantioselective reaction for a racemic amino acid deri...