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Investigation of the site selectivity of 7-isopropylidene-norbornadiene and 7-(1-phenylethylidene)norbornadiene in 1,3-dipolar cycloadditions

P. Zálupský, Z. Piricka, and Ľ. Fišera

Department of Organic Chemistry, Slovak Technical University, CS-812 37 Bratislava

 

Abstract: The site selectivity of 7-isopropylidene- and 7-( I-phenylethylidene)norbornadiene in 1,3-dipolar cycloadditions with C,N-diphenylnitrone, C-benzoyl-N-phenylnitrone, ethyl diazoacetate, azidoforrnate, ethylazidoacetate, 5-azido-2-furancarbaldehyde, p-nitrophenyl azide, tosyl azide, benzo- and benzoylnitrile oxide has been studied. The results are confronted with the site selectivity of 7-oxabicyclo[2,2,1]hepta-2,5-diene.

Full paper in Portable Document Format: 396a795.pdf

 

Chemical Papers 39 (6) 795–803 (1985)

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