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Volumn 48, Issue 39, 2009, Pages 7224-7226

Synthesis of aziridines by palladium-catalyzed reactions of allylamines with aryl and alkenyl halides: evidence of a syncarboamination pathway

Author keywords

Allylamines; Aziridines; Carboamination; Palladium

Indexed keywords

ALKENYL HALIDES; ALLYL AMINE; ALLYLAMINES; AZIRIDINES; C-C BOND FORMATION; CARBOAMINATION; DIBENZYLIDENEACETONE; INTRAMOLECULAR CYCLIZATIONS; PALLADIUM CATALYSIS; PALLADIUM-CATALYZED REACTIONS; REACTION MECHANISM;

EID: 70349934214     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200903178     Document Type: Article
Times cited : (64)

References (21)
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    • Recent work reported by Wolfe and co-workers
    • Recent work reported by Wolfe and co-workers:
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    • Representative examples reported by other groups
    • Representative examples reported by other groups:
  • 11
    • 70349951983 scopus 로고    scopus 로고
    • The relative configuration of 4 was assigned by X-ray crystallographic analysis and NOE experiments. See the Supporting Information for details.
    • The relative configuration of 4 was assigned by X-ray crystallographic analysis and NOE experiments. See the Supporting Information for details.
  • 12
    • 70349943660 scopus 로고    scopus 로고
    • Palladium amide intermediates bearing a bulky monophosphine ligand are known to undergo rapid reductive elimination to produce N-arylated products
    • Palladium amide intermediates bearing a bulky monophosphine ligand are known to undergo rapid reductive elimination to produce N-arylated products:
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    • 52049105452 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6338-6361;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6338-6361
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    • 70349939305 scopus 로고    scopus 로고
    • sp3-N bond are rare. In contrast, syn aminopalladation and subsequent reductive elimination from C is a prevailing pathway as shown in reference [1].
    • sp3-N bond are rare. In contrast, syn aminopalladation and subsequent reductive elimination from C is a prevailing pathway as shown in reference [1].
  • 17
    • 70349939312 scopus 로고    scopus 로고
    • Although anti aminopalladation of olefin has been well studied, the reactions of amines tend to suffer from catalyst deactivation by the strong coordination of amine to the palladium center, except for the reaction of a substrate bearing a electronwithdrawing group on the nitrogen center. For leading reviews
    • Although anti aminopalladation of olefin has been well studied, the reactions of amines tend to suffer from catalyst deactivation by the strong coordination of amine to the palladium center, except for the reaction of a substrate bearing a electronwithdrawing group on the nitrogen center. For leading reviews:
  • 20
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    • For the unambiguous erythrolthreo nomenclature, see
    • For the unambiguous erythrolthreo nomenclature, see: R. Noyori, I. Nishida, J. Sakata, J. Am. Chem. Soc. 1981, 103, 2106-2108.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 2106-2108
    • Noyori, R.1    Nishida, I.2    Sakata, J.3
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    • See the Supporting Information for more details.
    • See the Supporting Information for more details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.