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3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes.
Chirality. 2008 Jul; 20(7):828-32.C

Abstract

Three new chiral 3-substituted BINOL Schiff bases and their reductive 3-arylaminomethyl BINOL products have been synthesized and used for the asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium tetraisopropoxide. The reaction provided optically active secondary alcohols in high yield (86-100%) and good enantioselectivity (up to 92% ee).

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Publisher Full Text (DOI)

Authors+Show Affiliations

Liu B
State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
Dong ZB
No affiliation info available
Fang C
No affiliation info available
Song HB
No affiliation info available
Li JS
No affiliation info available

MeSH

AldehydesIndicators and ReagentsLigandsMagnetic Resonance SpectroscopyModels, MolecularMolecular ConformationMolecular StructureNaphtholsOrganometallic CompoundsOxidation-ReductionSchiff BasesStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18338388

Citation

Liu, Bing, et al. "3-substituted BINOL Schiff Bases and Their Reductive Products for Catalytic Asymmetric Addition of Diethylzinc to Aldehydes." Chirality, vol. 20, no. 7, 2008, pp. 828-32.
Liu B, Dong ZB, Fang C, et al. 3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes. Chirality. 2008;20(7):828-32.
Liu, B., Dong, Z. B., Fang, C., Song, H. B., & Li, J. S. (2008). 3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes. Chirality, 20(7), 828-32. https://doi.org/10.1002/chir.20559
Liu B, et al. 3-substituted BINOL Schiff Bases and Their Reductive Products for Catalytic Asymmetric Addition of Diethylzinc to Aldehydes. Chirality. 2008;20(7):828-32. PubMed PMID: 18338388.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - 3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes. AU - Liu,Bing, AU - Dong,Zhi-Bing, AU - Fang,Cao, AU - Song,Hai-Bin, AU - Li,Jin-Shan, PY - 2008/3/14/pubmed PY - 2008/6/28/medline PY - 2008/3/14/entrez SP - 828 EP - 32 JF - Chirality JO - Chirality VL - 20 IS - 7 N2 - Three new chiral 3-substituted BINOL Schiff bases and their reductive 3-arylaminomethyl BINOL products have been synthesized and used for the asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium tetraisopropoxide. The reaction provided optically active secondary alcohols in high yield (86-100%) and good enantioselectivity (up to 92% ee). SN - 1520-636X UR - https://www.unboundmedicine.com/medline/citation/18338388/3_substituted_BINOL_Schiff_bases_and_their_reductive_products_for_catalytic_asymmetric_addition_of_diethylzinc_to_aldehydes_ DB - PRIME DP - Unbound Medicine ER -