112777-67-0Relevant articles and documents
Facile synthesis of enantiopure 1,1′-spirobiindane-7,7′-diol and its 4,4′-derivatives: Application in enantioselective addition of diethylzinc to aromatic aldehydes
Li, Zhian,Liang, Xinmiao,Wan, Boshun,Wu, Fan
, p. 2805 - 2808 (2004)
The enantiopure 1,1′-spirobiindane-7,7′-diol (SPINOL) and its 4,4′-derivatives 4,4′-diiodo-1,1′-spirobiindane-7,7′- diol (DISPINOL) and 4,4′-dimethyl-1,1′-spirobiindane-7,7′-diol (DMSPINOL) have been synthesized effectively via (1S)-(-)-4,4′-dibromo-1, 1′
Novel, cyclic and bicyclic 1,3-diols as catalysts for the diethylzinc addition to aldehydes
Sarvary, Ian,Wan, Yiqian,Frejd, Torbjoern
, p. 645 - 651 (2002)
A number of optically pure 1,3-diols have been synthesized and used as catalysts in the asymmetric addition of diethylzinc to aromatic aldehydes. Enantiomeric excesses of up to 92% of (R)-1-phenylpropan-1-ol were obtained with anisylbicyclo[2.2.2]octanedi
Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Novel Thiophene-Based Chiral Ligands
Aydin, A. E.
, p. 901 - 909 (2020/07/03)
Abstract: Chiral norephedrine-derived β-amino alcohols with a thiophene moiety were synthesized from thiophene carbaldehydes (methyl- or ethyl-substituted) and chiral amino alcohols, such as both enantiomers of norephedrine and 2-aminopropanol. The synthesized ligands were applied to the catalytic asymmetric addition of diethylzinc to aldehydes to obtain optically active alcohols with a high conversion (92%) and excellent enantioselectivities (ee up to 99%). The highest enantioselectivity (ee 99%) was obtained with p-trifluorobenzaldehyde as the substrate containing the strongly electron-acceptor CF3 group.
Isosterically designed chiral catalysts: Rationale, optimization and their application in enantioselective nucleophilic addition to aldehydes
Gao, En,Li, Qiao,Duan, Lili,Li, Lin,Li, Yue-Ming
supporting information, (2020/10/20)
Proline-based N,N′-dioxide ligands were designed on the basis of isosteric approach, and were successfully applied in enantioselective nucleophilic addition to aldehydes. In the presence of 10 mol% of chiral ligand 1b, enantioselective addition of diethylzinc to aldehydes provided the corresponding secondary alcohols in up to 90% isolated yield and up to 99% ee. Similarly, using 3e as chiral ligand, enantioselective arylation and alkynylation of aldehydes also proceeded readily, leading to the desired chiral alcohols in up to 92% isolated yield at 99% ee and 80% isolated yields and up to 84% ee, respectively. The current work would shed light on expanding the structure diversity in the design of chiral ligands and chiral catalysts.