Tetrahedron Letters p. 4445 - 4448 (1988)
Update date:2022-09-26
Topics:
Oae, Shigeru
Takeda, Takashi
Wakabayashi, Shoji
The reaction of p-benzenesulfonylphenyl crotyl sulfoxide with Grignard reagents is considered to proceed via formation of an incipient ?-sulfurane to afford the coupling product, p-benzenesulfonyl-crotylbenzene, in which the geometric configuration of crotyl group was completely preserved.No rearrangement was observed in the coupling reaction of p-benzenesulfonylphenyl α-methylallyl sulfoxide.Such a complete retention of geometric configuration was also found in the reactions of 2-pyridyl and p-benzenesulfonylphenyl styryl sulfoxides with Grignard reagents.
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