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Volumn 40, Issue 31, 1999, Pages 5779-5782

A short enantiodivergent synthesis of D-erythro and L-threo sphingosine

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALKENE; PHOSPHORUS; SPHINGOSINE DERIVATIVE; SULFOXIDE;

EID: 0033618299     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01112-0     Document Type: Article
Times cited : (29)

References (30)
  • 14
    • 0001318436 scopus 로고    scopus 로고
    • Recent Synthesis of sphingosines
    • Recent Synthesis of sphingosines: (a) Nugent, T. C., Hudlicky, T., J. Org. Chem. 1998, 63, 510;
    • (1998) J. Org. Chem. , vol.63 , pp. 510
    • Nugent, T.C.1    Hudlicky, T.2
  • 26
    • 0009626040 scopus 로고    scopus 로고
    • note
    • The bisprotected amino ketone 3 is expected to give syn amino alcohol by assuming external hydride delivery to the less hindred face of the carbonyl of 3 existing in a non chelated conformation (Felkin-Ahn model). In contrast, the keto sulfoxide 3 is expected to give the anti amino alcohol, assuming hydride delivery from the same side as the sulfinyl oxygen previously chelated to DIBAL.
  • 27
    • 0009646871 scopus 로고    scopus 로고
    • note
    • 5S: C, 59.50; H, 7.61; N, 3.65; S, 8.36. Found: C, 59.57; H, 7.85; N, 3.68; S, 8.15.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.