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Volumn 46, Issue 5, 2005, Pages 843-847

En route to the total synthesis of tashironin: On the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; METHYL GROUP; NEUROTROPHIC FACTOR;

EID: 11844254437     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.11.148     Document Type: Article
Times cited : (23)

References (27)
  • 20
    • 11844286621 scopus 로고    scopus 로고
    • note
    • Olefin geometry determined by NOE studies of reduced product
  • 21
    • 11844291034 scopus 로고    scopus 로고
    • note
    • We note that formation of spiro ether i by ipso spirocyclization is apparently not at all competitive with the meta pathway leading from 15 to 16. Such an ipso pathway is inherent in the Becker-Adler reaction and analogs thereof. Evidently, the proclivity for attack at the electron-rich methoxy-bearing carbon is dominant in the PIDA-mediated cyclization.
  • 22
    • 11844289302 scopus 로고    scopus 로고
    • note
    • Of course, in reality, for a particular antipode, the methyl group defines the absolute configuration of the resultant cage-like latticework in structure 16. For convenience sake, we portray the intermediate by permuting the relative stereochemistry of the methyl bearing carbon.
  • 26
    • 11844274352 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structural data) for compound 26 have been deposited with the Cambridge Crystallographic Data Centre (CCDC) as Deposition No CCDC 230898


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.