Polar vs steric effects in the 1,3-dipolar cycloaddition reactions of acetonitrile oxide and 2-endo-acetoxy-5-halo-7-oxabicyclo[2.2.1]hept-5-en-2-exo-carbonitrile

DOI: 10.1016/S0040-4020(01)81474-5

Source and publish data:

Tetrahedron p. 8179 - 8186 (1990)

Update date:2022-08-04

Topics:

Authors:

Arjona Arjona

De Dios De Dios

Fernandez De La Pradilla

Mallo Mallo

Plumet Plumet

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Article abstract of DOI:10.1016/S0040-4020(01)81474-5

The regioselectivity of the cycloaddition reactions between acetonitrile oxide and a number of 7-oxabicyclo[2.2.1]hept-5-enes is discussed. Acetonitrile oxide adds with complete regioselectivity to 2-endo-acetoxy-5-halo-7-oxabicyclo[2.2.1]hept-5-en-2-exo-

Full text of DOI:10.1016/S0040-4020(01)81474-5

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