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Volumn 62, Issue 7, 2006, Pages 1590-1608

Enantiocontrolled synthesis of the epoxycyclohexenone moieties of scyphostatin, a potent and specific inhibitor of neutral sphingomyelinase

Author keywords

Aldol type coupling; Diels Alder reaction; Sphingomyelinase

Indexed keywords

BENZALDEHYDE; SCYPHOSTATIN; SPHINGOMYELIN PHOSPHODIESTERASE; SPHINGOMYELIN PHOSPHODIESTERASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 30844472661     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.10.082     Document Type: Article
Times cited : (34)

References (66)
  • 50
    • 30844471404 scopus 로고    scopus 로고
    • note
    • For convenience, cyclohexenone numbering is used throughout the text, hence, it is partly different from that of the nomenclature described in the Section 4.
  • 58
    • 30844436848 scopus 로고    scopus 로고
    • note
    • Initial attempts for the coupling reaction of the Diels-Alder adduct 27 (or 28 ) with benzaldehyde (8 ) turned out to be fruitless. None of the desired coupling product was obtained, and the starting materials 27 (or 28 ) and 8 were recovered. This is probably due to the steric factor inherent in the ring system of 27 (or 28 ). Therefore, we looked at the bromo ether 25 as a promising substrate for the Aldol-type coupling reaction.
  • 66
    • 30844459295 scopus 로고    scopus 로고
    • note
    • Crystal data for compound 3b had been filed with Cambridge Structural Database after publication of the preliminary communication (Ref. 20b).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.