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Volumn 44, Issue 8, 2005, Pages 1223-1225

Total synthesis of (+)-leucascandrolide A

Author keywords

Allylsilanes; Annulation; Antitumor agents; Asymmetric synthesis; Natural products

Indexed keywords

ALDEHYDES; MOLECULAR STRUCTURE; REACTION KINETICS; SILANES; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 15444366213     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462408     Document Type: Article
Times cited : (59)

References (31)
  • 7
    • 85047700139 scopus 로고    scopus 로고
    • b) A. Fettes, E. M. Carreira, Angew. Chem. 2002, 114, 4272; Angew. Chem. Int. Ed. 2002, 41, 4098;
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4098
  • 9
    • 0037455379 scopus 로고    scopus 로고
    • c) I. Paterson, M. Tudge, Angew, Chem. 2003, 115, 357; Angew. Chem. Int. Ed. 2003, 42, 343.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 343
  • 13
    • 0042819672 scopus 로고    scopus 로고
    • c) D. R. Williams, S. V. Plummer, S. Patnaik, Angew. Chem. 2003, 115, 4064; Angew. Chem. Int. Ed. 2003, 42, 3934;
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 3934
  • 23
    • 15444378382 scopus 로고    scopus 로고
    • note
    • Other electron-withdrawing groups such as acetate, pivaloate, trifluoroacetate, benzoate, and methyl carbonate as X gave predominantly the cis isomers, however with lower diastereose-lectivities and in lower yields.
  • 24
    • 15444369691 scopus 로고    scopus 로고
    • note
    • For a high-yielding preparation of silane 8a, see Supporting Information.
  • 25
    • 15444371141 scopus 로고    scopus 로고
    • note
    • Aldehyde 7 was prepared in high yield from the known alcohol; see Supporting Information.
  • 26
    • 15444371618 scopus 로고    scopus 로고
    • note
    • Using a less bulky sulfonate group (p-toluenesulfonate) as X in 8 produced the corresponding cis pyran with lower diastereoselectivity (d.r. = 9:1).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.