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Volumn 15, Issue 18, 2004, Pages 2845-2851

In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination

Author keywords

[No Author keywords available]

Indexed keywords

LIGAND;

EID: 4644299776     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.06.052     Document Type: Article
Times cited : (21)

References (82)
  • 9
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    • For examples, of the use of enzymes to analyze chiral reaction products, post work-up, see: P. Abato, and C.T. Seto J. Am. Chem. Soc. 123 2001 9206 9207
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 9206-9207
    • Abato, P.1    Seto, C.T.2
  • 17
    • 0035847284 scopus 로고    scopus 로고
    • For leading references on the stereocontrolled synthesis of α-vinylic amino acids, see: D. Ma, and W. Zhu J. Org. Chem. 66 2001 348 350
    • (2001) J. Org. Chem. , vol.66 , pp. 348-350
    • Ma, D.1    Zhu, W.2
  • 20
    • 0037045233 scopus 로고    scopus 로고
    • For examples, of related asymmetric allylic aminations with Pd, see: L.O. Overman, and T.P. Remarchuk J. Am. Chem. Soc. 124 2002 12 13 (A Pd(II) cycle is proposed here)
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12-13
    • Overman, L.O.1    Remarchuk, T.P.2
  • 35
    • 0032510212 scopus 로고    scopus 로고
    • To our knowledge, there had not been a previous report of asymmetric Ni(0)-mediated allylic amination, prior to our recent findings (Ref. b). However, there were several studies of non-stereocontrolled allylic aminations using Ni(0): H. Bricout, J.-F. Carpentier, and A. Mortreux Tetrahedron 54 1998 1073 1084
    • (1998) Tetrahedron , vol.54 , pp. 1073-1084
    • Bricout, H.1    Carpentier, J.-F.2    Mortreux, A.3
  • 37
    • 2142716447 scopus 로고
    • For evidence of Ï€-allyl-nickel intermediates, see: C. Moberg Tetrahedron Lett. 21 1980 4539 4542
    • (1980) Tetrahedron Lett. , vol.21 , pp. 4539-4542
    • Moberg, C.1
  • 40
    • 0032510190 scopus 로고    scopus 로고
    • For examples, of substrate-directed, regio- and stereoselective Ni(0)-mediated substitutions of allylic ethers with Grignard reagents, see: M.T. Didiuk, J.P. Morken, and A.H. Hoveyda Tetrahedron 54 1998 1117 1130
    • (1998) Tetrahedron , vol.54 , pp. 1117-1130
    • Didiuk, M.T.1    Morken, J.P.2    Hoveyda, A.H.3
  • 70
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    • note
    • 2 and ligand (10 mol % each) in THF (300 μL), under Ar was added substrate 1 (100 μmol) dissolved in toluene (100 μL). LiHMDS (1 equiv) in hexane (100 μL) was added, and the vial briefly vortexed, followed by layering onto the aqueous solution
  • 72
    • 4644369226 scopus 로고    scopus 로고
    • note
    • + 448.1830, found 448.1839
  • 77
    • 0033913798 scopus 로고    scopus 로고
    • For a review on Ni(0)-mediated cyclizations leading to Câ€"C bond installation, see: J. Montgomery Acc. Chem. Res. 33 2000 467 473
    • (2000) Acc. Chem. Res. , vol.33 , pp. 467-473
    • Montgomery, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.