Synthesis of 3 or 3,3′-substituted BINOL ligands and their application in the asymmetric addition of diethylzinc to aromatic aldehydes

Qun Sheng Guo, Bing Liu, Yong Na Lu, Fu Yong Jiang, Hai Bin Song, Jin Shan Li

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

Three new substituted BINOL ligands (R)-3-[4,6-bis(dimethylamino)-1,3,5- triazin-2-yl]-1,1′-bi-2-naphthol (R)-1, (R)-3,3′-bis[4,6- bis(dimethylamino)-1,3,5-triazin-2-yl]-1,1′-bi-2-naphthol (R)-2 and 2,4-bis(2,2′-dihydroxy-1,1′-binaphthalen-3-yl)-6-(p-tolyl)-1,3, 5-triazine (R,R)-3 have been obtained by directed ortho-lithiation or Suzuki cross-coupling process. Ligand (R)-1 shows improved catalytic properties for the asymmetric diethylzinc addition to aromatic aldehydes.

Original languageEnglish
Pages (from-to)3667-3671
Number of pages5
JournalTetrahedron Asymmetry
Volume16
Issue number22
DOIs
StatePublished - 14 Nov 2005
Externally publishedYes

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