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Volumn 46, Issue 11, 2005, Pages 1873-1875

Efficient and versatile synthesis of (2S,3R)-sphingosine and its 2-azido-3-O-benzylsphingosine analogue

Author keywords

[No Author keywords available]

Indexed keywords

2 O BENZYL 3,4 O (3' PENTYLIDENE) 2,3,4 TRIHYDROXYBUTANAL; ALDEHYDE DERIVATIVE; SPHINGOSINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 13944283368     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.01.104     Document Type: Article
Times cited : (12)

References (41)
  • 3
    • 0004224163 scopus 로고
    • G. Cevc Dekker New York
    • For reviews of the synthesis of sphingosine, see: H.-S. Byun, and R. Bittman G. Cevc Phospholipids Handbook 1993 Dekker New York 97 140
    • (1993) Phospholipids Handbook , pp. 97-140
    • Byun, H.-S.1    Bittman, R.2
  • 29
    • 85030812086 scopus 로고    scopus 로고
    • note
    • 3) δ 8.1, 8.2, 14.2, 28.9, 29.4, 60.6, 65.9, 71.5, 77.2, 79.0, 83.1, 113.8, 124.4, 127.8, 128.4, 137.7, 143.4, 165.8
  • 30
    • 85030806041 scopus 로고    scopus 로고
    • note
    • 3) δ 8.4, 8.5, 29.6, 30.1, 62.5, 66.5, 70.6, 78.7, 80.9, 113.6, 126.7, 134.8, 139.2
  • 31
    • 85030817065 scopus 로고    scopus 로고
    • note
    • 3) δ 8.0, 8.2, 20.9, 29.1, 29.6, 63.9, 66.2, 70.6, 77.8, 79.7, 113.4, 127.6, 128.0, 128.4, 129.4, 129.9, 138.1, 170.7
  • 32
    • 85030808285 scopus 로고    scopus 로고
    • note
    • 3) (8.4, 8.5, 29.6, 30.1, 62.5, 66.5, 70.6, 78.7, 80.9, 113.6, 126.7, 134.8, 139.2
  • 33
    • 85030816883 scopus 로고    scopus 로고
    • note
    • Copper-mediated Grignard reaction of allylic mesylate 12 gave a mixture of 9 and 13:
  • 34
    • 85030813492 scopus 로고    scopus 로고
    • note
    • +)
  • 36
    • 0000159396 scopus 로고
    • For a postulated mechanism to account for the conversion of a 1,2-diol to a 2-azido-1-ol with inversion, see: Scheme 1 of Ref. 16a and I. Mathieu-Pelta, and S.A. Evans Jr. J. Org. Chem. 57 1992 3409 3413
    • (1992) J. Org. Chem. , vol.57 , pp. 3409-3413
    • Mathieu-Pelta, I.1    Evans Jr., S.A.2
  • 37
    • 85030805578 scopus 로고    scopus 로고
    • note
    • 18
  • 40
    • 85030811422 scopus 로고    scopus 로고
    • note
    • +)
  • 41
    • 85030810898 scopus 로고    scopus 로고
    • note
    • +)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.