메뉴 건너뛰기




Volumn 128, Issue 43, 2006, Pages 14050-14052

Total synthesis of antheliolide A

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL; ALDEHYDE; ANTHELIOLIDE A; CARBON; CARYOPHYLLENE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

EID: 33750454101     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja066336b     Document Type: Article
Times cited : (35)

References (54)
  • 3
    • 33750440080 scopus 로고    scopus 로고
    • note
    • The absolute configuration of antheliolide A has remained undetermined.
  • 5
    • 33750456774 scopus 로고    scopus 로고
    • note
    • The vinylic bromide 2 was prepared in 91% yield by reaction of prenylmagnesium bromide with 2-bromoallyl bromide in the presence of 10 mol % of CuCN in THF at -78 °C for 2 h.
  • 7
    • 33750474347 scopus 로고    scopus 로고
    • note
    • 2Si-protected geraniol.
  • 17
    • 33750451843 scopus 로고    scopus 로고
    • note
    • This separation was accomplished in one pass using a 2 cm diameter OD-H column available from Chiral Technologies, Inc.
  • 24
    • 33750435808 scopus 로고    scopus 로고
    • note
    • This assignment is also consistent with a three-dimensional analysis of the structures 13 and 19 for an n → π* transition as the basis for optical rotation.
  • 32
    • 33750471414 scopus 로고    scopus 로고
    • note
    • 2S before product isolation in order to prevent further oxidation of the α-hydroxy lactone.
  • 34
    • 33750465744 scopus 로고    scopus 로고
    • note
    • (b) 1-Lithiopropyne was generated by reaction of 1-bromo-1-propene with n-Buli in THF at -78 °C for 2 h.
  • 36
    • 33750434742 scopus 로고    scopus 로고
    • note
    • A sample of naturally occurring antheliolide A (ca. 200 μg) was obtained from Prof. Yoel Kashman, Tel Aviv University, who generously provided his remaining stock of natural 1 for this research.
  • 37
    • 33750451465 scopus 로고    scopus 로고
    • note
    • Details are provided in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.