Facial selectivity in 1,3-dipolar cycloaddn. of diazomethane (2a), 3,4-dihydroisoquinoline N-oxide (2b), pyrroline N-oxide (2c), 5,5-dimethylpyrroline N-oxide (2d) and several nitrile oxides with cis-3,4-dimethylcyclobutene (1) has been investigated. The stereochem. of the cycloaddn. of 2a, 2b-2d and encumbered nitrile oxides (2i and 2j) is controlled by steric interactions with dominant formation of the anti diastereoisomer
Facial selectivity in 1,3-dipolar cycloadditions to cis-3,4-dimethylcyclobutene. An experimental and computational study
FRECCERO, MAURO;GANDOLFI, REMO;
1998-01-01
Abstract
Facial selectivity in 1,3-dipolar cycloaddn. of diazomethane (2a), 3,4-dihydroisoquinoline N-oxide (2b), pyrroline N-oxide (2c), 5,5-dimethylpyrroline N-oxide (2d) and several nitrile oxides with cis-3,4-dimethylcyclobutene (1) has been investigated. The stereochem. of the cycloaddn. of 2a, 2b-2d and encumbered nitrile oxides (2i and 2j) is controlled by steric interactions with dominant formation of the anti diastereoisomerFile in questo prodotto:
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