The title compound, C(25)H(24)O(4), a meth-oxy-methyl (MOM) bis-protected BINOL derivative containing a methyl substituent in position 3, is a key inter-mediate for the synthesis of a great variety of chiral auxiliaries. The planes of the naphthyl aromatic rings are at an angle of 70.74 (3)°. There are no conventional hydrogen bonds binding the mol-ecules.

Polysaccharides, such as cellulose and amylose, are abundant and optically active carbohydrate-based resources. Their suitably modified derivatives (for example, benzoate and phenylcarbamate derivatives) exhibit excellent resolution abilities for a wide variety of chiral compounds when applied to chiral stationary phases (CSPs) for high-performance liquid chromatography. Despite the established...

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...

An enantioselective route to four tricyclic amino acids and N-tosylamides, composed of a central norbornane framework with a 2-endo,3-endo-annelated pyrrolidine ring and a 5-endo-C₁ or -C₂ side chain, has been developed. A key intermediate was the chiral, N-Boc-protected ketone (1R,2S,6S,7R)-4-azatricyclo[5.2.1.0²,⁶]decan-8-one, available from inexpensive endo-carbic anhydride in five steps and...

Thirteen enantiopure paddlewheel-shaped dirhodium(II) tetrakiscarboxylate complexes have been checked for their efficiency in the dirhodium method (differentiation of enantiomers by NMR spectroscopy); six of them are new. Their diastereomeric dispersion effects were studied and compared via so-called key numbers KN. Adducts of each complex were tested with five different test ligands representi...

The first enantioselective Ni-catalyzed reductive acyl cross-coupling has been developed. Treatment of acid chlorides and racemic secondary benzyl chlorides with a Ni(II)/bis(oxazoline) catalyst in the presence of Mn(0) as a stoichiometric reductant generates acyclic α,α-disubstituted ketones in good yields and high enantioselectivity without requiring stoichiometric chiral auxiliaries or prege...