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Volumn 48, Issue 44, 2007, Pages 7861-7864

Highly regioselective decarboxylative Claisen rearrangement reactions of diallyl 2-sulfonylmalonates

Author keywords

Carboxylation; Claisen rearrangement; Microwave assisted synthesis; Regioselectivity; Substituent effects

Indexed keywords

ALLYL SULFONYLACETATE DERIVATIVE; CARBONIC ACID; DIALLYL 2 SULFONYLMALONATE DERIVATIVE; MALONIC ACID DERIVATIVE; NITROPHENOL; UNCLASSIFIED DRUG;

EID: 34848844628     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.130     Document Type: Article
Times cited : (13)

References (41)
  • 1
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    • For a recent review on Claisen and related rearrangements, see
    • For a recent review on Claisen and related rearrangements, see. Martín Castro A.M. Chem. Rev. 104 (2004) 2939-3002
    • (2004) Chem. Rev. , vol.104 , pp. 2939-3002
    • Martín Castro, A.M.1
  • 3
    • 0001997183 scopus 로고
    • For reviews on the Ireland-Claisen rearrangement:
    • For reviews on the Ireland-Claisen rearrangement:. Pereira S., and Srebnik M. Aldrichim. Acta 26 (1993) 17-29
    • (1993) Aldrichim. Acta , vol.26 , pp. 17-29
    • Pereira, S.1    Srebnik, M.2
  • 7
    • 37049082602 scopus 로고
    • For the first report of Ireland-Claisen rearrangement of a sulfonylacetate-derived silyl ketene acetal followed by decarboxylation in a separate step, see
    • For the first report of Ireland-Claisen rearrangement of a sulfonylacetate-derived silyl ketene acetal followed by decarboxylation in a separate step, see. Davidson A.H., Eggleton N., and Wallace I.H. J. Chem. Soc., Chem. Commun. (1991) 378-380
    • (1991) J. Chem. Soc., Chem. Commun. , pp. 378-380
    • Davidson, A.H.1    Eggleton, N.2    Wallace, I.H.3
  • 8
    • 0037043019 scopus 로고    scopus 로고
    • For a related Carroll-type reaction, see
    • For a related Carroll-type reaction, see. Hatcher M.A., and Posner G.H. Tetrahedron Lett. 43 (2002) 5009-5012
    • (2002) Tetrahedron Lett. , vol.43 , pp. 5009-5012
    • Hatcher, M.A.1    Posner, G.H.2
  • 21
    • 34848925856 scopus 로고    scopus 로고
    • note
    • See Supplementary data for full experimental details.
  • 22
    • 34848858039 scopus 로고    scopus 로고
    • note
    • The structure of 8 was assigned by X-ray crystallographic analysis, for which we thank Dr. A. J. P. White (Imperial College). Details are provided in the Supplementary data.
  • 23
    • 34848906033 scopus 로고    scopus 로고
    • note
    • - = +0.87(9)]. CCDC 658206.
  • 24
    • 0001416779 scopus 로고
    • For high-temperature thermal decarboxylative Claisen rearrangement of β-ketoester-derived silyl enol ethers involving silatropic rearrangement, see
    • For high-temperature thermal decarboxylative Claisen rearrangement of β-ketoester-derived silyl enol ethers involving silatropic rearrangement, see. Coates R.M., Sandefur L.O., and Smillie R.D. J. Am. Chem. Soc. 97 (1975) 1619-1621
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 1619-1621
    • Coates, R.M.1    Sandefur, L.O.2    Smillie, R.D.3
  • 25
    • 34848840128 scopus 로고    scopus 로고
    • note
    • Microwave-assisted reactions were carried out in a Biotage Initiator instrument.
  • 41
    • 34848821704 scopus 로고    scopus 로고
    • Craig, D.; Slavov, N. K., in preparation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.