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Volumn 125, Issue 10, 2003, Pages 2878-2879

Enantiocontrolled synthesis of 2,6-disubstituted piperidines by desymmetrization of meso-η-(3,4,5)-dihydropyridinylmolybdenum complexes. Application to the total synthesis of (-)-dihydropinidine and (-)-andrachcinidine

Author keywords

[No Author keywords available]

Indexed keywords

ANDRACHCINIDINE; DIHYDROPINIDINE; DIHYDROPYRIDINYLMOLYBDENUM; METAL COMPLEX; MOLYBDENUM COMPLEX; ORGANOMETALLIC COMPOUND; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037433494     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029537y     Document Type: Article
Times cited : (60)

References (26)
  • 2
    • 0013319694 scopus 로고
    • Liebeskind L. S., Ed.; JAI: Stamford, CT
    • (b) Pearson, A. J. In Advances in Metal-Organic Chemistry; Liebeskind, L. S., Ed.; JAI: Stamford, CT, 1989; Vol. 1, pp 1-50.
    • (1989) Advances in Metal-Organic Chemistry , vol.1 , pp. 1-50
    • Pearson, A.J.1
  • 3
    • 0000603328 scopus 로고    scopus 로고
    • Liebeskind, L. S., Ed.; JAI: Stamford, CT
    • (c) Liu, R.-S. In Advances in Metal-Organic Chemistry: Liebeskind, L. S., Ed.; JAI: Stamford, CT. 1998; Vol. 6. pp 145-186.
    • (1998) Advances in Metal-Organic Chemistry , vol.6 , pp. 145-186
    • Liu, R.-S.1
  • 11
    • 12444316782 scopus 로고    scopus 로고
    • note
    • Other chiral auxiliaries studied were less effective than TCC.
  • 12
    • 0001259550 scopus 로고
    • Comins, D. L.; Salvador, J. J. Org. Chem. 1993, 58, 4656. Both (+)- and (-)-TCC alcohol are commercially available from Aldrich.
    • (1993) J. Org. Chem. , vol.58 , pp. 4656
    • Comins, D.L.1    Salvador, J.2
  • 21
    • 12444274120 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of either complex, allowing a minimum 40 to 1 diastereoselectivity to be claimed. Note that the TCC auxiliary purchased from Aldrich is only 98% ee, which places an upper limit on the diastereoselection obtainable in this study.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.