CAS 28075-50-5, Cat. No EN300-366501
Sulfonate electrophile for asymmetric Heck reactions
1-Cyclohexenyl triflate is a highly reactive sulfonate electrophile that behaves like a trifluoromethanesulfonate in Pd-catalyzed asymmetric Heck reactions1. It participates in coupling with dihydrofuran and other alicyclic olefins, giving very high conversions (>98%) and good enantioselectivity (up to 80% ee) under proline-based phosphine–oxazoline ligands. Its superb leaving-group ability (–OSO₂CF₃) makes it an excellent oxidative-addition partner for Pd(0), enabling efficient C–C bond formation under mild conditions.
Synonyms: cyclohex-1-en-1-yl trifluoromethanesulphonate; O-trifluoromethylsulfonyl-1-cyclohexenol; cyclohex-1-enyl trifluoromethanesulfonate; cyclohex-1-enyl trifluoromethanesulfonate; cyclohex-1-enyl trifluoromethanesulfonate; cyclohex-1-enyl triflate; cyclohexanone enol triflate
Selected publication
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Proline Derived Phosphine–Oxazoline Ligands in the Asymmetric Heck Reaction.
Gilbertson, S. R.; Fu, Z.; Xie, D. Tetrahedron Lett 2001, 42 (3), 365–368. DOI: 10.1016/S0040-4039(00)01938-9