- 1,(ω-1)-Dienes: solvent controlled unilateral or bilateral metallation
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In hexane, i.e. under heterogeneous conditions, 1,(ω-1)-dienes readily undergo double deprotonation to give bis(allylmetal) intermediates.In tetrahydrofuran at -75 or -50 deg C, however, only monometallation occurs with dienes having chains of up to 12 carbon atoms.The practical potential of such selective monosubstitution reactions is demonstrated by two novel pheromone syntheses.
- Moret, Etienne,Desponds, Olivier,Schlosser, Manfred
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