Triphenylphosphine–N-Bromosuccinimide Mediated Chemoselective Cyclodehydration of Diols

Abstract

A triphenylphosphine–N-bromosuccinimide mediated chemoselective cyclodehydration of diols is presented for the synthesis of polysubstituted tetrahydrofurans. 1,4-Diols and their derivatives can be rapidly cyclized to furnish tetrahydrofurans in high yields with one equivalent of Ph₃P/NBS. Higher amount of Ph₃P/NBS leads to the formation of dibromobutanes.

Key words

cyclodehydration - Ph₃P/NBS - chemoselectivity - cyclic ethers - synthetic methods

• References

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