An (S)-selective dynamic kinetic resolution of secondary alcohols, employing a mutated variant of Candida antarctica lipase B (CalB) gave products in 84-88% yield and in 90-97% ee.

This thesis describes methods to obtain value–added compounds from TMPturpentine obtained from the spruce, Picea abies. The methodology focuses on biotransformations using two approaches: an oxygenation approach (i.e. oxygenation of terpene hydrocarbons by cell cultures) and an esterification approach (i.e. lipase-catalysed transesterification of vinyl acetate with terpene alcohols, and a furth...

One-pot procedures bear the potential to rapidly build up molecular complexity without isolation and purification of consecutive intermediates. Here, we report multicatalytic protocols that convert alkenes, unsaturated aliphatic alcohols, aryl boronic acids into secondary benzylic alcohols with high stereoselectivities (typically >95:5 er) under sequential catalysis integrates alkene cross-meta...

In recent years, there has been a large number of what are called standard preparations, such as asymmetric hydrogenation using asymmetric reduction catalysts typified by BINAP and methods using enzymatic hydrolysis, that are reliable from an industrial point of view for the synthesis of optically active secondary alcohols. Furthermore, there are many producers of pharmaceutical intermediates t...

Most aerial surfaces of plants are covered by cuticular wax that is synthesized in epidermal cells. The wax mixture on the inflorescence stems of Arabidopsis (Arabidopsis thaliana) is dominated by alkanes, secondary alcohols, and ketones, all thought to be formed sequentially in the decarbonylation pathway of wax biosynthesis. Here, we used a reverse-genetic approach to identify a cytochrome P4...

It is a matter of common knowledge that the phenol coefficients of most organic disinfectants vary with the length of the alkyl chain that may be present or introduced into the molecule. As a rule, the germicidal power against both common test organisms, Bacterium typhosum and Staphylococcus aureus, increases with increasing length of the alkyl chain up to a point determined by the lack of solu...

Treatment of slices of young pea leaves (Pisum sativum) with muM solutions of alpha-chlorallyl diethyldithiocarbamate, dichloroallyl diisopropylthiocarbamate, or S-ethyldipropylthiocarbamate resulted in inhibition of incorporation of [1-(14)C]acetate into C(31) alkane and C(31) secondary alcohol, very little effect on the synthesis of C(26) and C(28) fatty alcohols, and an accumulation of (14)C...

Polymer-supported chiral 1,2-diamine derivatives have been prepared. The polymers containing free 1,2-diamine moiety were applied to enantioselective hydrogenation catalyst by combination with RuCl2-BINAP complex. Asymmetric hydrogenation of aromatic ketones was performed by means of the polymeric catalyst derived from these polymers to give the chiral secondary alcohols with high ee in quantit...

The first palladium-catalyzed enantioselective oxidation of secondary alcohols has been developed, utilizing the readily available diamine (-)-sparteine as a chiral ligand and molecular oxygen as the stoichiometric oxidant. Mechanistic insights regarding the role of the base and hydrogen-bond donors have resulted in several improvements to the original system. Namely, addition of cesium carbona...

The perchlorate salt of the dicationic bipy-ruthenium complex cis-[Ru(6,6'-Cl2bipy)2(H2O)2]2+ effectively catalyzes addition of beta-diketones to secondary alcohols and styrenes to yield the alpha-alkylated beta-diketones. In a catalytic addition reaction of acetylacetone to 1-phenylethanol, the kappa2-acetylacetonate complex [Ru(6,6'-Cl2bipy)2(kappa2-acac)]ClO4 was isolated after the catalysis...