Premium
Novel Reactions of Disubstituted 1,2‐Dioxetanes with Olefins as π‐Nucleophiles: Cycloadditions via 1,6‐Dipoles
Author(s) -
Adam Waldemar,
Andler Simone,
Heil Markus
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199113651
Subject(s) - nucleophile , chemistry , dipole , photochemistry , medicinal chemistry , computational chemistry , organic chemistry , catalysis
The 1,6 dipole 5 is the probable intermediate in the novel reaction of 3,3‐disubstituted 1,2‐dioxetanes 1 (X = H, C1, Br) with electron‐rich olefins 2 . The products are the cycloadducts 3 and the enes 4 (R 1 –R 4 = OEt; R 1 , R 2 = OCH 2 CH 2 O; R 3 , R 4 = H, etc.)