Paper
cis‐N‐Tosyl‐3‐Methyl‐2‐Azabicyclo[3.3.0]Oct‐3‐Ene
Published Apr 28, 2003 · L. Hegedus, Mike Holden, J. M. McKearin
Organic Syntheses
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Citations
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Influential Citations
Abstract
cis-N-tosyl-3-methyl-2-azabicyclo[3.3.0]oct-3-ene reactant: 20.0 g (158 mmol) of trans-2-(2-propenyl)cyclopentanol reactant: 8.00 g (64 mmol) of cis-2-(2-propenyl)cyclopentylamine product: cis-N-Tosyl-3-methyl-2-azabicyclo[3.3.0]oct-3-ene. reactant: 5.159 g (18.49 mmol) of cis-1-N-tosyl-2-(2-propenyl)cyclopentylamine catalyst: Palladium(II) chloride–acetonitrile complex Keywords: alkenylation, N-alkenylation; alkylation, C-alkylation; annulation, heterocyclic-[5]; cyclization, oxidative cyclization; Grignard and related reactions; metal-catalyzed reactions, palladium; replacement reactions, hydroxy by amino; ring opening reactions; sulfonation, N-sulfonation; diethyl ether; palladium(II) chloride-acetonitrile complex, preparation; pyridine; tetrahydrofuran; p-toluenesulfonyl chloride; p-toluenesulfonyl chloride; hydrazine, anhydrous
This reaction is a palladium-catalyzed reaction for the synthesis of cis-N-tosyl-3-methyl-2-azabicyclo[3.3.0]oct-3-ene, a cyclic ene with a hydroxy by amino group.
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