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Volumn 74, Issue 1, 2009, Pages 158-162

Selective one-pot synthesis of allenyl and alkynyl esters from β-ketoesters

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNYL ESTERS; ALLENES; ALLENYL; CHEMICAL EQUATIONS; CONVENIENT METHODS; KETO ESTERS; MONOANION; ONE POTS; SELECTIVE FORMATIONS; SYNTHESIS OF; VINYL TRIFLATE;

EID: 58149296143     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801563x     Document Type: Article
Times cited : (34)

References (30)
  • 4
    • 22944485617 scopus 로고    scopus 로고
    • (d) Ma, S. Chem. Rev. 2005, 105, 2829.
    • (2005) Chem. Rev , vol.105 , pp. 2829
    • Ma, S.1
  • 5
    • 38949177006 scopus 로고    scopus 로고
    • For recent examples, see: a
    • For recent examples, see: (a) Creech, G. S.; Kwon, O. Org. Lett. 2008, 10, 429.
    • (2008) Org. Lett , vol.10 , pp. 429
    • Creech, G.S.1    Kwon, O.2
  • 16
    • 51649088447 scopus 로고    scopus 로고
    • Although not appropriate for the methodology in the present work, the diastereoselective preparation of enol triflates from acetoacetate derivatives using aqueous bases has been recently described: Babinski, D, Soltani, O, Frantz, D. E. Org. Lett. 2008, 10, 2901
    • Although not appropriate for the methodology in the present work, the diastereoselective preparation of enol triflates from acetoacetate derivatives using aqueous bases has been recently described: Babinski, D.; Soltani, O.; Frantz, D. E. Org. Lett. 2008, 10, 2901.
  • 21
    • 58149314665 scopus 로고    scopus 로고
    • Vinyl triflates 3a, 4, and 5 were surprisingly stable to isolation using silica gel chromatography.
    • Vinyl triflates 3a, 4, and 5 were surprisingly stable to isolation using silica gel chromatography.
  • 24
    • 58149306463 scopus 로고    scopus 로고
    • As opposed to arylethyl halides which would be required for additions involving weak propiolate nucleophiles to form compounds such as 8
    • As opposed to arylethyl halides which would be required for additions involving weak propiolate nucleophiles to form compounds such as 8.
  • 25
    • 0033553845 scopus 로고    scopus 로고
    • Although an aldol reaction of methyl 2-butynoate using aluminum tris(tripenylphenoxide) has resulted in γ-substitution: Saito, S, Shiozawa, M, Yamamoto, H. Angew. Chem, Int. Ed. 1999, 38, 1769
    • Although an aldol reaction of methyl 2-butynoate using aluminum tris(tripenylphenoxide) has resulted in γ-substitution: Saito, S.; Shiozawa, M.; Yamamoto, H. Angew. Chem., Int. Ed. 1999, 38, 1769.
  • 26


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.