Tetrahedron Letters p. 4441 - 4444 (1988)
Update date:2022-07-31
Topics:
Wakabayashi, Shoji
Ishida, Masahiro
Takeda, Takashi
Oae, Shigeru
Unlike the reaction of benzylic 2-pyridyl sulfoxides with benzylic Grignard reagents, in the reaction of p-benzenesulfonylphenyl benzylic sulfoxides with benzylic Grignard reagents, benzylic groups bearing an electronwithdrawing group tends to couple with the aryl group preferentially.This change is considered to be due to a slight change of electronic environements which would effect on the ease of pseudorotation of the incipient ?-sulfurane formed during the reaction.
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