88087-87-0Relevant academic research and scientific papers
Rearrangements of 2-Phenylthioethanols with Alkenyl, Alkynyl, Ester, and Other Functionalised Alkyl Substituents at the Migration Origin: Synthesis of γ-Phenylthiocrotonate Esters
Brownbridge, Peter,Hunt, Paul G.,Warren, Stuart
, p. 1695 - 1706 (2007/10/02)
The effects of functional groups near the migration origin in and PhS shifts are explored: an α-CO2R group prevents migration, α or β vinyl groups have only steric effects, alkynyl or CO2Et groups encourage rearrangement and provide routes to γ-phenylthio unsaturated esters and ketones.
EXTENDED ENOLATE IONS FROM γ-PHENYLTHIO-CROTONATE ESTERS
Brownbridge, Peter,Hunt, Paul G.,Warren, Stuart
, p. 3391 - 3394 (2007/10/02)
Substituted γ-phenylthio-crotonate esters (7) can be made by and PhS shifts: they form extended enolate anions which react with electrophiles at the carbon atom α to the carbonyl group and γ to sulphur.
