Microbial Resolution of Some Racemic Monocyclic Alcohols

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...

Microbial Metabolism of Amino Alcohols

1. Kinetic studies of ethanolamine ammonia-lyase formation by Escherichia coli suggested that coenzyme B12 (5'-deoxyadenosylcobalamin), with ethanolamine, is a co-inducer. 2. Enzymic and immunological tests failed to show the formation of complementary enzyme components induced separately by ethanolamine and cobalamin respectively. 3. Although specific for ethanolamine as the substrate, enzyme ...

From Racemic Alcohols to Enantiopure Amines: Ru-Catalyzed Diastereoselective Amination

A commercially available ruthenium(II) PNP-type pincer catalyst (Ru-Macho) promotes the formation of α-chiral tert-butanesulfinylamines from racemic secondary alcohols and Ellman's chiral tert-butanesulfinamide via a hydrogen borrowing strategy. The formation of α-chiral tert-butanesulfinylamines occurs in yields ranging from 31% to 89% with most examples giving >95:5 dr.

Resolution of racemic phenylalanine, tyrosine, and tryptophan.

Advances in asymmetric oxidative kinetic resolution of racemic secondary alcohols catalyzed by chiral Mn(III) salen complexes.

Enantiomerically pure secondary alcohols are essential compounds in organic synthesis and are used as chiral auxiliaries and synthetic intermediates in the pharmaceutical, agrochemical, and fine chemical industries. One of the attractive and practical approaches to achieving optically pure secondary alcohols is oxidative kinetic resolution of racemic secondary alcohols using chiral Mn(III) sale...