Configurationally stable dithia[7]helicene and dithia-quasi[8]circulene fused dithiolones

A highly configurationally stable [4]heterohelicenium cation.

Configurationally stable propeller-like triarylphosphine and triarylphosphine oxide.

Configurationally stable, propeller-like triarylphosphine and triarylphosphine oxide can be synthesized; a chiral scaffold based on Lissoclinum-cyclopeptides linked via three peptide bonds with a triphenylphosphine and triphenylphosphine oxide moiety, respectively, prevents effectively epimerization at the chiral phosphorus atom.

Stereoselective synthesis of configurationally stable functionalized ethano-bridged Tröger bases.

New functionalized ethano-bridged Tröger bases are readily prepared using a simple alkylation/rearrangement sequence which affords configurationally stable derivatives as single stereoisomers (de > 96%).

Nitrogen dynamics and reactivity of chiral aziridines: generation of configurationally stable aziridinyllithium compounds.

Diastereomeric oxazolinylaziridines (R,R)-9 and (R,S)-9 have been regioselectively lithiated at the α-position with respect to the oxazolinyl ring. The resulting aziridinyllithium compounds proved to be chemically and configurationally stable under the experimental conditions used, thus furnishing, upon trapping with electrophiles, chiral 2,2-disubstituted aziridines, in contrast to the corresp...

Steric vs hydrogen-bonding control of atropisomerization: preparation of either diastereomer of configurationally stable allocolchicinoids.

Steric vs hydrogen-bonding atropisomerization control of configurationally stable analogues of the biaryl natural product allocolchicine is described. Intramolecular hydrogen bonding between the C8 hydroxy group and the C7 oxygen functionality in (aR,7R)-diastereomer II of 2 and 4 leads to its thermodynamic stabilization relative to the opposite diastereomer (aR,7S)-I, which is manifested by th...