SILVER-CATALYZED REDUCTIVE DEHALOGENATION OF 1,1-DIBROMOCYCLOPROPANES
作者:Nobujiro Shimizu、Kenji Watanabe、Yuho Tsuno
DOI:10.1246/cl.1983.1877
日期:1983.12.5
1,1-Dibromocyclopropanes underwent rapid reduction to the corresponding monobromides in high yields on treating with LiAlH4-1 mol% silver perchlorate in THF, presumably via a silver-catalyzed radical chain mechanism.
Photo-irradiation of nine gem-dibromocyclopropanes in ether solution leads to the corresponding monobromocyclopropanes in moderate to good yields. The stereochemical observation indicates that the partial reduction proceeds via an α-bromocyclopropyl radical.