12 research outputs found
4,12-Bis(2,2-dibromovinyl)[2.2]paracyclophane
In the title compound, C20H16Br4, both vinylic substituents were introduced by a Corey–Fuchs reaction using 4,12-diformyl[2.2]paracyclophane as starting material. The title compound may be used as a valuable precursor for the synthesis of diethynyl[2.2]paracyclophane. The title molecule is centrosymmetric with a crystallographic center of inversion between the centers of the two phenyl rings. A strong tilting is observed with an interplanar angle between the best aromatic plane and the vinyl plane of 49.4 (5)°. No significant intermolecular interactions are found in the crystal
(S)-1,2-Dimethyl-1,1,2-triphenyl-2-(4-piperidiniomethyl)disilane chloride
The title compound, C26H34NSi2
+·Cl−, shows chirality at silicon. Because of its highly selective synthesis with an e.r. of >99:1 by means of a racemic resolution with mandelic acid, the free disilane is of great importance to the chemistry of highly enantiomerically enriched lithiosilanes and their trapping products. N—H⋯Cl hydrogen bonding is present between the protonated nitrogen atom of the piperidino group and the chloride counter-anion. The silicon–silicon distance as well as silicon–carbon and carbon–nitrogen bond lengths are in the same ranges as in other quaternary, functionalized di- and tetrasilanes
(1R,2R)-N,N′-Dimethylcyclohexane-1,2-diamine
The molecule of the title compound, C8H18N2, possesses C
2 symmetry. Owing to its stereochemistry, it is used in the synthesis of chiral ligands and metal complexes for asymmetric synthesis. The cyclohexane ring shows a chair conformation with the amino groups in equatorial positions. Contrary to the literature, the title compound is not a liquid, but a crystalline solid at room temperature (293 K). The absolute configuration is assigned from the synthesis
Enantioselective synthesis of tricyclic amino acid derivatives based on a rigid 4-azatricyclo[5.2.1.02,6]decane skeleton
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 47% yield. The rigid scaffold makes these amino acid derivatives promising candidates for β-turn-inducing building blocks in peptidomimetics and for chiral auxiliaries in asymmetric organocatalysis