Bulletin of the Chemical Society of Japan p. 461 - 465 (1990)
Update date:2022-08-04
Topics:
Furukawa
Hosono
Fujihara
Ogawa
A high stereoselectivity in the methylation of 2-pyridylmethyl p-totyl sulfoxide (2a) with lithium diisopropylamide and iodomethane was observed at low temperature. The chelation of Li+ by both the nitrogen atom in the pyridine ring and the sulfinyl oxygen atom in 2a promotes the stereoselectivity as compared with isomeric sulfoxides.
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