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Stereoselective Epoxidation of cis-3,4-Disubstituted-(CH2X)-Cyclobutenes with Dimethyldioxirane and Peroxy Acids. Experimental and Computational Evidence for a Syn-Orienting Electrostatic Effect

Academic Article
Publication Date:
1999
abstract:
The epoxidation reactions of a series of cis-3,4-disubstituted-(CH2X)-cyclobutenes with dimethyldioxirane (DMD) and mClPBA have been investigated with both reagents. A remarkable syn diastereoselectivity in the formation of the epoxide has been obsd. for substrates bearing electron withdrawing substituents.
Iris type:
1.1 Articolo in rivista
Keywords:
Epoxidation; Dioxiranes; Peroxyacid
List of contributors:
Freccero, Mauro; Gandolfi, Remo; SARZI AMADE', M.
Authors of the University:
FRECCERO MAURO
Handle:
https://iris.unipv.it/handle/11571/138422
Published in:
TETRAHEDRON
Journal
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