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Volumn 131, Issue 29, 2009, Pages 10253-10262

Importance of C-N bond rotation in N-acyl oxazolidinones in their SmI 2-promoted coupling to acrylamides

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLAMIDE; ACRYLAMIDES; ACTIVATION BARRIERS; BENEFICIAL EFFECTS; BIDENTATE COORDINATION; BOND ROTATIONS; C-C BOND FORMATION; CARBON-CARBON BOND; CHIRAL AUXILIARIES; DFT CALCULATION; DOMINATING FACTORS; IMIDE DERIVATIVES; LEWIS ACID; LINEAR CORRELATION; ORGANIC REACTION; OXAZOLIDINONE; OXAZOLIDINONES; PRODUCT DISTRIBUTIONS; RELATIVE REACTIVITIES; S-TRANS; TRANSITION-STATE;

EID: 67651218646     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja903401y     Document Type: Article
Times cited : (35)

References (88)
  • 1
    • 85176540776 scopus 로고    scopus 로고
    • 2 in organic synthesis, see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15.
    • 2 in organic synthesis, see: (a) Soderquist, J. A. Aldrichim. Acta 1991, 24, 15.
  • 34
    • 0034675632 scopus 로고    scopus 로고
    • Enemærke, R. J.; Hertz, T.; Skrydstrup, T.; Daasbjerg, K. Chem.sEur. J. 2000, 6, 3747.
    • (c) Enemærke, R. J.; Hertz, T.; Skrydstrup, T.; Daasbjerg, K. Chem.sEur. J. 2000, 6, 3747.
  • 57
    • 0033570125 scopus 로고    scopus 로고
    • Reductive coupling between two alkenes is possible, as reported by Inanaga: Kikukawa, T.; Hanamoto, T.; Inanaga, J. Tetrahedron Lett. 1999, 40, 7497.
    • Reductive coupling between two alkenes is possible, as reported by Inanaga: Kikukawa, T.; Hanamoto, T.; Inanaga, J. Tetrahedron Lett. 1999, 40, 7497.
  • 58
    • 0032538355 scopus 로고    scopus 로고
    • For a comprehensive review of Lewis acids in free radical reactions and the use of oxazolidinone based auxiliaries: Renaud, P, Gerster, M. Angew. Chem, Int. Ed. 1998, 37, 2562
    • For a comprehensive review of Lewis acids in free radical reactions and the use of oxazolidinone based auxiliaries: Renaud, P.; Gerster, M. Angew. Chem., Int. Ed. 1998, 37, 2562.
  • 62
    • 67651245146 scopus 로고    scopus 로고
    • See Supporting Information
    • See Supporting Information.
  • 64
    • 0000978794 scopus 로고    scopus 로고
    • For theoretical studies on the barriers for rotation around the C-N bond of similar compounds such as amides, carbamates and carbamoyl chlorides, where B3LYP calculations have been employed recently: (a) Wiberg, K. B, Rablen, P. R, Rush, D. J, Keith, T. A. J. Am. Chem. Soc. 1995, 117, 4261
    • For theoretical studies on the barriers for rotation around the C-N bond of similar compounds such as amides, carbamates and carbamoyl chlorides, where B3LYP calculations have been employed recently: (a) Wiberg, K. B.; Rablen, P. R.; Rush, D. J.; Keith, T. A. J. Am. Chem. Soc. 1995, 117, 4261.
  • 74
    • 33845281959 scopus 로고    scopus 로고
    • For examples of β-substituent effects on rate and mechanism of ketone reduction, see: (a) Molander, G. A, Etter, J. B, Zinke, P. W. J. Am. Chem. Soc. 1987, 109, 453
    • For examples of β-substituent effects on rate and mechanism of ketone reduction, see: (a) Molander, G. A.; Etter, J. B.; Zinke, P. W. J. Am. Chem. Soc. 1987, 109, 453.
  • 79
    • 67651252706 scopus 로고    scopus 로고
    • For the synthesis of these imides, see Supporting Information
    • For the synthesis of these imides, see Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.