Synthesis of a new class of chiral aminoalcohols and their application in the enantioselective addition of diethylzinc to aldehydes

N , O ‐Bidentate Ferrocenyl Ligands

“…In 2000 the use of new ferrocenyl amino alcohols containing a 2,2 0 -bridged binaphthyl fragment in ethyl transfer onto aldehydes was described by Widhalm and coworkers (Scheme 6.11) [13]. By combining the planar chirality of the 1,2disubstituted ferrocene unit with the axial chirality of the binaphthyl fragment, the authors aimed for possible synergistic effects.…”

Second‐Generation Paracyclophane Imine Ligands for the Dialkylzinc Addition to Aldehydes. Optimization of the Branched Side Chain leads to Improvement for Aliphatic Aldehydes

“…The products possess opposite configurations. With (S P 2-Methyl-3-pentyl Acetate [12] Following the general procedure, 46 mL (0.5 mmol) of isobutyl aldehyde was reacted with diethyl zinc (1 M in hexanes), either with (S P ,S)-2 or (R P ,S)-2. Due to its high volatility, the organic layers were not concentrated under vacuum.…”

Fine-tuning of biaryl dihedral angles: structural characterization of five homologous three-atom bridged biphenyls by X-ray crystallography

“…Symbols: (*) highest of four per unit cell; ( †) lowest of four per unit cell; ( ‡) highest of three per unit cell; (x) lowest of three per unit cell; ({) highest of two per unit cell; (¥) lowest of two per unit cell. CSD six-letter codes: (17), DIFTAN (Engelhardt et al, 1985); (18), JAFLAE (Bringmann et al, 2003); (19), TICTOO (Roszak et al, 1996); (20), GEDYOD (Schmid et al, 1988); (21), GAVKET (Nyburg et al, 1988); (22), GAVKAP (Nyburg et al, 1988); (23), NUBGOG (Mrvoš-Sermek et al, 1998); (24), XEBNOH (Arroyo et al, 2000); (25), WOBMIJ (Schneider et al, 2000); (26), WOBMEF (Schneider et al, 2000); (27), HOVGEE (Widhalm et al, 1999); (28), XEBNIB (Arroyo et al, 2000); 29 comparable strength. The results are consistent with the expectation that the major determinant of the degree of helicity in the seven-membered ring, and hence in the biaryl chromophore, is the C-X bond length.…”