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Volumn 50, Issue 19, 2011, Pages 4459-4462

Palladium-catalyzed cascade reaction for the synthesis of substituted isoindolines

Author keywords

cascade reactions; diastereoselectivity; imine arylation; isoindolines; palladium

Indexed keywords

AROMATIC GROUP; BORONIC ACID; BOROXINE COMPOUNDS; CASCADE REACTIONS; DIASTEREOSELECTIVITY; ELECTRON-RICH; IMINE ARYLATION; ISOINDOLINES;

EID: 79955503262     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201008160     Document Type: Article
Times cited : (53)

References (42)
  • 5
    • 79955501541 scopus 로고    scopus 로고
    • Representative examples of syntheses of isoindolines
    • Representative examples of syntheses of isoindolines
  • 14
    • 53549133122 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 5661-5665
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5661-5665
  • 21
    • 79955512389 scopus 로고    scopus 로고
    • Aminopalladation
    • Aminopalladation
  • 24
    • 79955509159 scopus 로고    scopus 로고
    • Examples of β-acetoxy elimination occurring in preference to β-hydride elimination
    • Examples of β-acetoxy elimination occurring in preference to β-hydride elimination
  • 34
    • 79955520248 scopus 로고    scopus 로고
    • Under these reaction conditions, aryl trifluoroborate salts and vinyl pinacol boronic ester do not react and hydrolysis of starting material 1 predominates.
    • Under these reaction conditions, aryl trifluoroborate salts and vinyl pinacol boronic ester do not react and hydrolysis of starting material 1 predominates.
  • 35
    • 0034143235 scopus 로고    scopus 로고
    • For discussion of cis selectivity in a similar five-membered oxazolidine system, see.
    • For discussion of cis selectivity in a similar five-membered oxazolidine system, see:, J.-G. Shim, Y. Yamamoto, Heterocycles 2000, 52, 885-895.
    • (2000) Heterocycles , vol.52 , pp. 885-895
    • Shim, J.-G.1    Yamamoto, Y.2
  • 36
    • 79955504675 scopus 로고    scopus 로고
    • For experimental details and references concerning the calculations, see the Supporting Information.
    • For experimental details and references concerning the calculations, see the Supporting Information.
  • 37
    • 79955493968 scopus 로고    scopus 로고
    • For experimental details, see the Supporting Information.
    • For experimental details, see the Supporting Information.
  • 38
    • 34548185689 scopus 로고    scopus 로고
    • This combination has been used for synthesis of piperazines by carboamination of acyclic precursors, see.
    • This combination has been used for synthesis of piperazines by carboamination of acyclic precursors, see:, J. S. Nakhla, J. P. Wolfe, Org. Lett. 2007, 9, 3279-3282.
    • (2007) Org. Lett. , vol.9 , pp. 3279-3282
    • Nakhla, J.S.1    Wolfe, J.P.2
  • 41
    • 79955489824 scopus 로고    scopus 로고
    • In the presence or absence of phosphonite ligand, isoindoline 2 was formed in lower yields when using a palladium(0) catalyst than when using catalyst 3. Representative experiments are shown in Scheme 3, see the Supporting Information for more detail.
    • In the presence or absence of phosphonite ligand, isoindoline 2 was formed in lower yields when using a palladium(0) catalyst than when using catalyst 3. Representative experiments are shown in Scheme 3, see the Supporting Information for more detail.
  • 42
    • 79955519855 scopus 로고    scopus 로고
    • The major diastereomers of 10 and 11 were assumed to be cis in analogy to isoindolines 2.
    • The major diastereomers of 10 and 11 were assumed to be cis in analogy to isoindolines 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.