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Volumn , Issue 4, 2006, Pages 648-650

Development of a hemilabile P-P=O ligand based on the concept of conformational control

Author keywords

Asymmetric arylation; Boronic acid; Hemilabile chiral ligands; Optically active diarylmethanol; Rhodium catalysts

Indexed keywords

ALDEHYDE DERIVATIVE; AROMATIC COMPOUND; BENZENEBORONIC ACID; BORONIC ACID DERIVATIVE; DIARYLMETHANOL; LIGAND; METHANOL DERIVATIVE; MONOPHOSPHINE OXIDE; PHOSPHINE DERIVATIVE; RHODIUM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33645000501     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-932458     Document Type: Article
Times cited : (49)

References (36)
  • 5
    • 1842430904 scopus 로고    scopus 로고
    • For a review of hemilabile ligands, see: Grushin, V. V. Chem. Rev. 2004, 104, 1629.
    • (2004) Chem. Rev. , vol.104 , pp. 1629
    • Grushin, V.V.1
  • 6
    • 0037132590 scopus 로고    scopus 로고
    • Successful examples for asymmetric arylation of aromatic aldehyde with other metal catalysts: (a) Bolm, C.; Rudolph, J. J. Am. Chem. Soc. 2002, 124, 14850.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 14850
    • Bolm, C.1    Rudolph, J.2
  • 26
    • 33645008678 scopus 로고    scopus 로고
    • note
    • 4a
  • 28
    • 33644993275 scopus 로고    scopus 로고
    • note
    • 3, LiOH and RbOH gave less-satisfactory results.
  • 29
    • 33645015434 scopus 로고    scopus 로고
    • note
    • Other solvents such as toluene, PrOH and dioxane gave less-satisfactory results.
  • 30
    • 33645002546 scopus 로고    scopus 로고
    • note
    • 2Na: 769.3393; found: 769.3433.
  • 33
    • 33645005705 scopus 로고    scopus 로고
    • note
    • 4a The ee of 3 was determined by HPLC analysis (Daicel chiralcel OD-H).
  • 34
    • 33644991868 scopus 로고    scopus 로고
    • note
    • The reaction of 1-naphthaldehyde with 4-methoxy- and 4-chloro- phenylboronic acids did not proceed. The reaction of cyclohexylaldehyde with phenylboronic acid gave low enantioselectivity (44% yield, 25% ee).
  • 35
    • 33644993029 scopus 로고    scopus 로고
    • note
    • As shown in Figure 4, a linear correlation between the ee of the ligand and that of the product 3 was observed, indicating that a 1:1 ratio of ligand to Rh is present in the catalytic complex.
  • 36
    • 0036402658 scopus 로고    scopus 로고
    • and references cited therein
    • For a bifunctional asymmetric catalysis, see: Shibasaki, M.; Kanai, M.; Funabashi, K. Chem. Commun. 2002, 1989; and references cited therein.
    • (2002) Chem. Commun. , pp. 1989
    • Shibasaki, M.1    Kanai, M.2    Funabashi, K.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.