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Volumn , Issue 21, 2006, Pages 4800-4804

Total synthesis of (+)-migrastatin

Author keywords

Cross metathesis; Crotylstannylation; Crotyltitanation; Ring closing metathesis; Total synthesis

Indexed keywords


EID: 33750876052     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200600760     Document Type: Article
Times cited : (31)

References (27)
  • 13
    • 33750847784 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of the crude reaction mixture.
  • 14
    • 33750880438 scopus 로고    scopus 로고
    • note
    • Conversion was monitored by GC/MS. The catalyst [Ru]-I was added in six portions over 144 h.
  • 15
    • 33750856897 scopus 로고    scopus 로고
    • note
    • The homodimer of diene 5 was also isolated in 5% yield.
  • 16
    • 33750859239 scopus 로고    scopus 로고
    • note
    • The corresponding saturated diol was also isolated in 10% yield.
  • 18
    • 33750868300 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of the crude reaction mixture.
  • 19
    • 33750886862 scopus 로고    scopus 로고
    • note
    • Crotyltitanium complex Ti-(S,S)-I allows the delivery of the nucleophile on the Re face of aldehyde 9.
  • 21
    • 33750885834 scopus 로고    scopus 로고
    • note
    • Enone 13 was recovered with 40% yield. The catalyst [Ru]-II and compound 17 were added in three portions over 72 h. Yields for this reaction range from 27% to 50%.
  • 22
    • 27744481271 scopus 로고    scopus 로고
    • See
    • When the reaction was performed under microwave irradiation, the yield of this CM did not increase. See: F. C. Bargiggia, W. V. Murray, J. Org. Chem. 2005, 70, 9636-9639.
    • (2005) J. Org. Chem. , vol.70 , pp. 9636-9639
    • Bargiggia, F.C.1    Murray, W.V.2
  • 24
    • 33750875561 scopus 로고    scopus 로고
    • note
    • [4c].
  • 25
    • 33750869320 scopus 로고    scopus 로고
    • note
    • Diene 21 was contaminated by a minor impurity, which was removed in the following step.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.