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Volumn 14, Issue 10, 2012, Pages 2450-2453

Four nucleophilic additions to alkenynedioic acid derivatives in tandem; Efficient one-pot synthesis of bicyclo[4.2.0]octenols

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ALKYNE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; FUSED HETEROCYCLIC RINGS; OCTANOL;

EID: 84862079295     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol300623j     Document Type: Article
Times cited : (5)

References (61)
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    • 3643087943 scopus 로고
    • The 1,4-addition of Grignard reagent to a 2-alkenoate without copper catalyst has been precedented
    • The 1,4-addition of Grignard reagent to a 2-alkenoate without copper catalyst has been precedented: Munch-Petersen, J. Org. Synth. 1961, 41, 60-64
    • (1961) Org. Synth. , vol.41 , pp. 60-64
    • Munch-Petersen, J.1
  • 27
    • 0345890209 scopus 로고
    • In; John Wiley & Sons: New York, Coll. Vol. pp. When 2 equiv of Grignard reagent was used instead, ketone 9 and product 8 could not be isolated. Even if a copper catalyst (10 mol% to 7) was added with 4 equiv of PhMgBr to promote the first conjugate addition, unexpectedly, the yield of 8 decreased to 28% (CuI) or 30% (CuCN).
    • In Organic Syntheses; Baumgarten, H. E., Ed.; John Wiley & Sons: New York, 1973; Coll. Vol. 5, pp 762-766. When 2 equiv of Grignard reagent was used instead, ketone 9 and product 8 could not be isolated. Even if a copper catalyst (10 mol% to 7) was added with 4 equiv of PhMgBr to promote the first conjugate addition, unexpectedly, the yield of 8 decreased to 28% (CuI) or 30% (CuCN).
    • (1973) Organic Syntheses , vol.5 , pp. 762-766
    • Baumgarten, H.E.1
  • 39
    • 0000384306 scopus 로고
    • In; Paquette, L. A. John Wiley & Sons: Chichester, Vol.
    • Kolb, M. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley & Sons: Chichester, 1995; Vol. 5, pp 2983-2989.
    • (1995) Encyclopedia of Reagents for Organic Synthesis , vol.5 , pp. 2983-2989
    • Kolb, M.1
  • 43
    • 70349985510 scopus 로고    scopus 로고
    • In addition, similar substrates with a gem -disubstituted ethylene tether did not give the corresponding bicyclo[3.2.0]heptenols
    • Kim, H.; Park, Y.; Hong, J. Angew. Chem., Int. Ed. 2009, 48, 7577-7581. In addition, similar substrates with a gem -disubstituted ethylene tether did not give the corresponding bicyclo[3.2.0]heptenols
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 7577-7581
    • Kim, H.1    Park, Y.2    Hong, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.