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Volumn 128, Issue 43, 2006, Pages 14042-14043

Highly convergent three component benzyne coupling: The total synthesis of ent-clavilactone B

Author keywords

[No Author keywords available]

Indexed keywords

CLAVILACTONE B; LACTONE DERIVATIVE; PROTEIN KINASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 33750435912     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0662671     Document Type: Article
Times cited : (111)

References (30)
  • 14
    • 33750453985 scopus 로고    scopus 로고
    • note
    • (a) Stoichiometric Sharpless epoxidation was required.
  • 15
    • 33750431273 scopus 로고    scopus 로고
    • note
    • (b) Enantiomeric excess determined by chiral HPLC. See Supporting Information.
  • 17
    • 33750480107 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details of stereochemical assignments of all compounds, including 2.
  • 20
    • 33750440674 scopus 로고    scopus 로고
    • note
    • The diastereoselectivity of the 3-component coupling was not affected by changing the metal, solvent, additives, or the protecting group in 9.
  • 25
    • 33750446902 scopus 로고    scopus 로고
    • note
    • 3Al was unsuccessful.
  • 26
    • 33750449221 scopus 로고    scopus 로고
    • note
    • Studies to determine the actual structure of 21 are underway.
  • 27
    • 0035825762 scopus 로고    scopus 로고
    • See
    • Generally, dimerization of the more reactive monosubstituted olefin occurs first which may be reversible. In contrast, macrocyclization is usually irreversible. See (a) Fürstner, A.; Thiel, O. R.; Ackermann, L. Org. Lett. 2001, 3, 449.
    • (2001) Org. Lett. , vol.3 , pp. 449
    • Fürstner, A.1    Thiel, O.R.2    Ackermann, L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.