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Abbreviations: BINAP=2,2′-bis(diphenylphosphino)-1.,1′- binaphthyl; Boc = tert-butoxycarbonyl; Cbz = carbobenzyloxy; dba=dibenzylideneacetone ; DIPEA=ethyldiisopropylamine ; dppf = 1,1′-bis(diphenylphosphino)-ferrocene; HMDS=bis(trimethylsilyl)amide; SEM.=2-(trimethylsilyl)ethoxymethyl ; NMP = N-methylpyrrolidone; tBuMePhos = 2-di-tert-butylphosphino-2′-methylbiphenyl; Tf=trifluoromethanesulfonyl; tfa=trifluoroacetic acid; Ts=tosyl; Xantphos = 9,9-dimethyl-4,5-bi. s(diphenylphosphino)xanthene.
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Abbreviations: BINAP=2,2′-bis(diphenylphosphino)-1.,1′- binaphthyl; Boc = tert-butoxycarbonyl; Cbz = carbobenzyloxy; dba=dibenzylideneacetone ; DIPEA=ethyldiisopropylamine ; dppf = 1,1′-bis(diphenylphosphino)-ferrocene; HMDS=bis(trimethylsilyl)amide; SEM.=2-(trimethylsilyl)ethoxymethyl ; NMP = N-methylpyrrolidone; tBuMePhos = 2-di-tert-butylphosphino-2′-methylbiphenyl; Tf=trifluoromethanesulfonyl; tfa=trifluoroacetic acid; Ts=tosyl; Xantphos = 9,9-dimethyl-4,5-bi. s(diphenylphosphino)xanthene.
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2], 20mol%, tBuMePhos, 40mol%), which gave 5 a in 70% yield.
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Intramolecular transamidation occurred to give 1-benzyl-3- methylenepyrrolidin-2-one.
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Intramolecular transamidation occurred to give 1-benzyl-3- methylenepyrrolidin-2-one.
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CCDC-759424 (for compound 5v) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Cristallographic Data Centre via
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CCDC-759424 (for compound 5v) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Cristallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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Alexanian, J.1
Lee, C.2
Sorensen, E.J.3
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81
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77952386119
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For anti palladoheterofunctionalization involving organopalladium(II) species, see: references [10c] and [12]; for related intramolecular carbopalladation, see also reference [7], pp. 2245-2265.
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For anti palladoheterofunctionalization involving organopalladium(II) species, see: references [10c] and [12]; for related intramolecular carbopalladation, see also reference [7], pp. 2245-2265.
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