Issue 23, 1995

Periselective and enantioselective carbonyl–ene reaction of isoprene with fluoroalkyl glyoxylate catalysed by modified binaphthol–titanium complex: asymmetric catalytic synthesis of enantiomerically pure ipsdienol

Abstract

The asymmetric reaction of trifluoroethyl glyoxylate 3d with isoprene 4 catalysed by the modified binaphthol–titanium complex 2b provides the ene product 5d in high periselectivity (92%) and complete enantioselectivity, which can be converted to ipsdienol 1, a component of the aggregation pheromone of the bark beetle, genus lps, in enantiomerically pure form.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1995, 2391-2392

Periselective and enantioselective carbonyl–ene reaction of isoprene with fluoroalkyl glyoxylate catalysed by modified binaphthol–titanium complex: asymmetric catalytic synthesis of enantiomerically pure ipsdienol

M. Terada and K. Mikami, J. Chem. Soc., Chem. Commun., 1995, 2391 DOI: 10.1039/C39950002391

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