オキシムエーテルをラジカル受容体とした固相ラジカル反応の開発

概要

論文の詳細を見る
Triehylborane has the potential to induce radical reactions on solid support and the solid-phase radical reactions were achieved by using triethylborane as a radical initiator. The intermolecular carbon radical addition to glyoxylic oxime ether anchored to Wang resin proceeded under very mild conditions to give α-amino acid derivatives in good yield without interference of the polystyrene skeleton of the resin. Diethylzinc also worked well as a radical initiator at low reaction temperature. Thus, the employment of triethylborane of diethylzinc at low reaction temperature facilitated the control of stereochemistry in solid-phase reactions. Alkyl radical addition to Oppolzer's camphorsultam derivatives of oxime ether anchored to a polymer support proceeded smoothly even at -78℃ to give the α-amino acid derivatives with excellent diastereoselectivities. The radical cyclization of oxime the ethers anchored to a polymer support also proceeded effectively to provide functionalized pyrrolidines via a carbon-carbon bond-forming process.
公益社団法人日本薬学会の論文
2000-08-01