Tetrahedron Letters p. 3369 - 3370 (1991)
Update date:2022-08-03
Topics:
Faigl
Schlosser
A one-pot reaction sequence consisting of three consecutive metalation and electrophilic substitution stages leads to 2-(4-isobutylphenyl)propanoic acid with 52% over-all yield. A crucial step is the alkylation of deprotonated p-ethyltoluene with isopropyl bromide. In general terms, sec-alkyl halides and benzyl or allyl type alkalimetal reagents undergo coupling reactions with surprising ease.
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