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Volumn 65, Issue 17, 2000, Pages 5197-5201

A novel amphiphilic chiral ligand derived from D-glucosamine. Application to palladium-catalyzed asymmetric allylic substitution reaction in an aqueous or an organic medium, allowing for catalyst recycling

Author keywords

[No Author keywords available]

Indexed keywords

GLUCOSAMINE DERIVATIVE; LIGAND; OXAZOLINE DERIVATIVE; PALLADIUM;

EID: 0034714496     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo000305w     Document Type: Article
Times cited : (86)

References (77)
  • 36
    • 0342686476 scopus 로고    scopus 로고
    • note
    • (c) Recently, RajanBabu and a co-worker have independently reported the synthesis of water-soluble chiral Rh complex from α,α-trehalose: see ref 3a.
  • 39
    • 0343120835 scopus 로고    scopus 로고
    • in press
    • (c) A series of phosphinite-oxazoline compounds derived from D-glucosamine also worked as effective chiral ligands for the palladium-catalyzed asymmetric intermolecular arylation of alkenes. See: Yonehara, K.; Mori, K.; Hashizume, T.; Chung, K.-G.; Ohe, K.; Uemura, S. J. Organomet. Chem., in press.
    • J. Organomet. Chem.
    • Yonehara, K.1    Mori, K.2    Hashizume, T.3    Chung, K.-G.4    Ohe, K.5    Uemura, S.6
  • 47
    • 0037989563 scopus 로고    scopus 로고
    • Nonasymmetric allylic substitution reaction catalyzed by palladium-tris(sodium-m-sulfonatophenyl)phosphine in an aqueous medium has also been reported: (a) Genêt, J. P.; Savignac, M. J. Organomet. Chem. 1999, 576, 305.
    • (1999) J. Organomet. Chem. , vol.576 , pp. 305
    • Genêt, J.P.1    Savignac, M.2
  • 56
    • 0037513623 scopus 로고    scopus 로고
    • For the quaternization of the amino group to gain solubility in water, see: (a) Tóth, I.; Guo, I.; Hanson, B. E. J. Mol. Catal., A 1997, 116, 217.
    • (1997) J. Mol. Catal., A , vol.116 , pp. 217
    • Tóth, I.1    Guo, I.2    Hanson, B.E.3
  • 74
    • 0343556694 scopus 로고    scopus 로고
    • note
    • 4 or others.
  • 77
    • 0343556693 scopus 로고    scopus 로고
    • note
    • The absolute configuration of (R)-(E)-3-acetyl-3-methyl-4,6-diphenylhex-5-en-2-one assigned in ref 11, where the direction of optical rotation is described as (-), seems to be incorrect. The direction of optical rotation of (R)-(E)-3-acetyl-3-methyl-4,6-diphenylhex-5-en-2-one is indeed (+) in our measurement.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.