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Volumn 62, Issue 5, 2006, Pages 887-893

Diastereoselective allylation of α-ketoamides bearing camphor N-tosylpyrazolidinone auxiliary: Efficient synthesis of highly optically active two stereoisomers

Author keywords

Allylation; Chiral auxiliary; Reversal of stereoselectivity

Indexed keywords

ALCOHOL; ALLYLTRIBUTYLSTANNANE; AMIDE; CAMPHOR DERIVATIVE; CAMPHOR N TOSYLPYRAZOLIDINONE; PALLADIUM; PALLADIUM CHLORIDE; PYRAZOLE DERIVATIVE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 29144520650     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.10.042     Document Type: Article
Times cited : (19)

References (48)
  • 41
    • 29144462113 scopus 로고    scopus 로고
    • note
    • Additional data for C-2 methine protons are as follows: 6b (3.52 ppm), 7b (4.34 ppm), 6c (3.54 ppm), and 6d (3.90 ppm).
  • 44
    • 0001209391 scopus 로고    scopus 로고
    • In infrared spectra stretching bands shift toward lower absorption frequency for carbonyl and imino band are observed commonly in the presence of a Lewis acid. See: (a) D. Ferraris, B. Young, T. Dudding, and T. Lectka J. Am. Chem. Soc. 120 1998 4548 4549
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4548-4549
    • Ferraris, D.1    Young, B.2    Dudding, T.3    Lectka, T.4
  • 47
    • 29144478478 scopus 로고    scopus 로고
    • note
    • The diastereoselective allylation of the camphorsultam derived phenylglyoxylate was carried out under similar reaction conditions. The reversal of stereoselectivity was observed and the results are as follows. (Chemical presented).
  • 48
    • 29144508582 scopus 로고    scopus 로고
    • note
    • Compounds 3 (CCDC 284467), 4 (CCDC 281390), 5a (CCDC 281384), 5b (CCDC 281386), 6a (CCDC 281385), 6b (CCDC 281387), 7a (CCDC 281388), 7b (CCDC 281389). TOC.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.