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Volumn 78, Issue 5, 2009, Pages 1171-1176

Cyclo[-His-His-] derived C2-symmetric diketopiperazine as chiral ligand for asymmetric diels-alder reactions

Author keywords

Bidentate Ligand; Cu Gatalyzed Reaction; Cyclic Dipeptide; Enantioselectivity

Indexed keywords


EID: 67649874786     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-08-11604     Document Type: Article
Times cited : (8)

References (41)
  • 24
    • 0000624398 scopus 로고
    • Cyclic dipeptide containing His residue has been used as asymmetric catalyst, see
    • Cyclic dipeptide containing His residue has been used as asymmetric catalyst, see. Tanaka K., Mori A., and Inoue S. J. Org. Chem. 55 (1990) 181
    • (1990) J. Org. Chem. , vol.55 , pp. 181
    • Tanaka, K.1    Mori, A.2    Inoue, S.3
  • 31
    • 67649838234 scopus 로고    scopus 로고
    • note
    • 3).
  • 33
    • 67649843751 scopus 로고    scopus 로고
    • note
    • 2 in one-to-one stoichiometry.
  • 36
    • 67649833487 scopus 로고    scopus 로고
    • note
    • 2 was added dienophile (0.08 mmol) at rt under argon atmosphere. After the mixture was stirred for 30 min, it was cooled to the predetermined temperature. Cyclopentadiene (0.8 mmol) was added, and the mixture was stirred until the reaction was quenched by adding water and EtOAc. The organic layer was washed with brine, evaporated, and then purified by preparative thin layer chromatography (hexane: EtOAc = 2:1). The ratio of endo isomer and enantiomeric excess were determined by chiral HPLC.
  • 38
    • 67649856332 scopus 로고    scopus 로고
    • note
    • Two equivalent of ligand 4 was used toward Cu(II) ion.
  • 39
    • 67649835799 scopus 로고    scopus 로고
    • note
    • 3).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.