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Volumn 45, Issue 33, 2004, Pages 6349-6352

Stereodivergent total asymmetric synthesis of polyhydroxylated pyrrolidines via tandem allylic epoxidation and intramolecular cyclization reactions

Author keywords

Allylic epoxidation; Intramolecular cyclization; Polyhydroxylated pyrrolidines; Regioselective asymmetric aminohydroxylation

Indexed keywords

ALKENE; ALLYL COMPOUND; AMINOALCOHOL; CARBAMIC ACID DERIVATIVE; POLYOL; PYRROLIDINE DERIVATIVE;

EID: 3242769804     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.06.048     Document Type: Article
Times cited : (35)

References (50)
  • 33
    • 0000837763 scopus 로고
    • For Sharpless asymmetric epoxidation, see:
    • For Sharpless asymmetric epoxidation, see: Sharpless K.B. CHEMTECH. 15:1985;692
    • (1985) CHEMTECH , vol.15 , pp. 692
    • Sharpless, K.B.1
  • 36
    • 0000345527 scopus 로고    scopus 로고
    • E.N. Jacobsen, A. Pfaltz, Yamamoto H. Berlin: Springer
    • Katsuki T. Jacobsen E.N., Pfaltz A., Yamamoto H. Comprehensive Asymmetric Catalysis. Vol. II:1999;621 Springer, Berlin
    • (1999) Comprehensive Asymmetric Catalysis , vol.2 , pp. 621
    • Katsuki, T.1
  • 38
    • 0037295718 scopus 로고    scopus 로고
    • For epoxidation by vanadium complexes, see:
    • For epoxidation by vanadium complexes, see: Bolm C. Coord. Chem. Rev. 237:2003;245
    • (2003) Coord. Chem. Rev. , vol.237 , pp. 245
    • Bolm, C.1
  • 46
    • 4043059764 scopus 로고    scopus 로고
    • note
    • To prepare the N-Boc protected 6 directly from 1: the AA reaction of 1 with N-chloro-tert-butyl carbamate was attempted. However, the reaction suffered from a poor reaction yield, and further the desired product and tert-butyl carbamate could not be separated by column
  • 47
    • 4043061187 scopus 로고    scopus 로고
    • note
    • 3), 3.86-3.90 (m, 2H), 4.40-4.16 (m, 4H), 4.38-4.40 (m, 1H), 4.52-4.57 (m, 1H), 4.68 (d, 1H, J=11.2 Hz), 6.80-6.87 (m, 6H), 7.23 (d, 2H, J=8.3 Hz)
  • 49
    • 0027911151 scopus 로고    scopus 로고
    • note
    • 2O) δ 61.17, 66.58, 78.36
  • 50
    • 0028045316 scopus 로고    scopus 로고
    • note
    • 2O) δ 56.49, 62.88, 65.47, 70.30, 74.67, 75.70


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.