Premium
1,3‐Dipolar cycloaddition of nitrones with α,β‐unsaturated sulfones
Author(s) -
Dalla Croce Piero,
La Rosa Concetta,
Stradi Riccardo,
Ballabio Marzia
Publication year - 1983
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570200306
Subject(s) - chemistry , regioselectivity , cycloaddition , nitrone , 1,3 dipolar cycloaddition , stereochemistry , computational chemistry , organic chemistry , medicinal chemistry , catalysis
C,N‐Diphenyl nitrones react with substituted α,β‐unsaturated phenylsulfones yielding isoxazolidinic cycloadducts whose structure and stereochemistry were assigned on the basis of 1 H and 13 C nmr data. The ycloaddition regioselectivity is discussed in accordance with frontier orbital considerations.