139964-96-8Relevant academic research and scientific papers
[2,2]paracyclophane-based N,O-ligands in alkenylzinc additions to aldehydes
Dahmen, Stefan,Braese, Stefan
, p. 4119 - 4122 (2007/10/03)
(matrix presented) The application of planar and central chiral [2,2]paracyclophane-based N,O-ligands in asymmetric alkenylzinc additions to various aldehydes is described, which gives rise to very high ee's especially for difficult substrates. A fine-tuning of the alkenylzinc species by employing different transmetalation reagents is reported, allowing control of the steric bulk of the alkenylzinc species and thus the selectivity of the catalysis.
Catalytic Asymmetric Synthesis of Secondary (E)-Allyl Alcohols from Acetylenes and Aldehydes via (1-Alkenyl)zinc Intermediates
Oppolzer, Wolfgang,Radinov, Rumen N.
, p. 170 - 173 (2007/10/02)
Hydroboration of aliphatic 1-alkynes with freshly prepared dicyclohexylborane (1 mol-equiv., hexane), treatment of the resulting boranes 5 with Et2Zn or Me2Zn (1.05 mol-equiv.) followed by addition of (-)-3-exo-(dimethylamino)isoborneol (DA
Enantioselective addition of (Z)- And (E)-alkenylzinc bromides to aldehydes: Asymmetric synthesis of sec-allylalcohols
Oppolzer, Wolfgang,Radinov, Rumen N.
, p. 5777 - 5780 (2007/10/02)
In situ prepared (Z)- and (E)-1-alkenylzinc bromides 5 were added to various aldehydes 1 in the presence of lithiated (+)-N-methylephedrine or (+)-2-(N,N-dimethylamino)-1,2-diphenylethanol to give sec. allyalcohols 7 in high optical purity with simple rec
