439607-19-9

Basic information

• Product Name: (R)-endo-N-phenyl-N-hydroxybicyclo[2.2.1]hept-5-ene-2-carboxamide
• Synonyms: (R)-endo-N-phenyl-N-hydroxybicyclo[2.2.1]hept-5-ene-2-carboxamide
• CAS NO: 439607-19-9
• Molecular Weight: 229.279
• Mol File: 439607-19-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-endo-N-phenyl-N-hydroxybicyclo[2.2.1]hept-5-ene-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-endo-N-phenyl-N-hydroxybicyclo[2.2.1]hept-5-ene-2-carboxamide(439607-19-9)
• EPA Substance Registry System: (R)-endo-N-phenyl-N-hydroxybicyclo[2.2.1]hept-5-ene-2-carboxamide(439607-19-9)

Safety Data

• Hazardous Substances Data: 439607-19-9(Hazardous Substances Data)

Upstream product

• 98-95-3 nitrobenzene 
• 100-65-2 N-Phenylhydroxylamine 
• 33870-37-0 N-hydroxy-N-phenylacrylamide 
• 542-92-7 cyclopenta-1,3-diene 

Relevant articles and documents

Enantioselective Diels-Alder reactions with N-hydroxy-N-phenylacrylamide

Matrix presented The use of hydroxamic acids as templates for Lewis acid catalyzed enantioselective Diels-Alder reactions has been examined. A very simple chiral Lewis acid, prepared by mixing optically pure binaphthol with 3 equiv of trimethylaluminum, catalyzes the [4 + 2] cycloaddition of N-hydroxy-N-phenylacrylamide with cyclopentadiene at 0°C in high yield (>96%) and with a fairly good level of enantioselectivity (91% ee). Facile conversion of the products to the corresponding alcohols or aldehydes makes the hydroxamic acid intermediates particularly useful.