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Phosphine-catalyzed [3 + 2] cycloaddition of allenoates with trifluoromethylketones: synthesis of dihydrofurans and tetrahydrofurans.

Organic & biomolecular chemistry (2011-06-02)
Tong Wang, Song Ye
ABSTRAKT

The triphenylphosphine-catalyzed formal [3 + 2] cycloaddition of allenoates and trifluoromethylketones was realized to give the corresponding dihydrofurans in good yields with excellent γ-regioselectivities. Hydrogenation of the dihydrofurans gave 2,4,4-trisubstituted tetrahydrofurans in good yields with exclusive cis-selectivities.

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Sigma-Aldrich
Triphenylphosphine, ReagentPlus®, 99%
Sigma-Aldrich
Triphenylphosphine, ≥95.0% (GC)