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5th September 2013 @ 10:09

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Reaction information

*#Reaction file
ReactionScheme.cdx
 
*Reaction file type CDX 
*Procedure

A solution of 1-benzyl-3-[(Z)-butylidene]-4-methylenepyrrolidine (125 mg, 0.55 mmol) in dry ether (1 mL) was added dropwise to a solution of N-phenyl maleimide (87 mg, 0.5 mmol) in dry diethyl ether (3 mL), and the resultant yellow solution stirred at RT for 7 h. The solvent was removed in vacuo and the residue purified by column chromatography (SiO2, ether) to yield the desired Diels Alder adduct as a sticky, colourless gum (173 mg, 87%). 

*Yield (%) 87
*Type of Yield Isolated Product Yield 
Reference(s)
DavidOwenThesis2000pp62,145.pdf
368LABBOOK.JPG
 
Further information Compound 368: (3aS*,4R*,8aR*)-6-Benzyl-2-phenyl-4-propyl-1,2,3,3a,4,5,6,7,8,8a-decahydro pyrrolo[3,4-f]isoindole-1,3-dione 

For multistep reactions (or their steps):

Overall reaction? False 
For overall reaction - links to child reaction steps N/A 
For step in multistep reaction - link to previous reaction step Reaction 367 
For step in multistep reaction - link to following reaction step N/A 
Attached Files
ReactionScheme.gif
ReactionScheme.cdx
DavidOwenThesis2000pp62,145.pdf
368LABBOOK.JPG