Diastereoselective synthesis of 2H,5H-dihydrofurans by cobalt-mediated cycloisomerization of allyl propargyl ethers. Application to poly-THF molecules.
Allyl propargyl ethers undergo cobalt-mediated cycloisomerization reactions to form dihydrofurans in good yield and with excellent diastereoselectivity. The reaction works with a range of substrates, and its utility in synthesis is exemplified by the preparation of a bistetrahydrofuran unit. [reaction: see text]
Ajamian
A
A
Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, QC, Canada H3A 2K6.
Gleason
J L
JL