Novel deoxygenation reaction of epoxides by indium.
[reaction: see text] A novel, mild, ecofriendly protocol for the deoxygenation of epoxides to alkenes using indium metal and indium(I) chloride or ammonium chloride in alcohol has been developed. It was necessary for the presence of good radical-stabilizing groups adjacent to the oxirane ring for the deoxygenation reaction to occur. It is proposed that this reaction occurs through an SET process with indium as an electron donor.
Mahesh
Mohan
M
Department of Pure and Applied Chemistry, University of Strathclyde, 295, Cathedral Street, Glasgow G1 1XL, UK.
Murphy
John A
JA
Wessel
Hans Peter
HP