Stereoselective Intramolecular Haloamidation of N-Protected 3-Hydroxy-4-pentenylamines and 4-Hydroxy-5-hexenylamines

Article abstract of DOI:10.1021/jo00258a018

Haloamidation of N-(p-tolylsulfonyl)-3-hydroxy-4-pentenylamines proceeds regio- and stereoselectively to provide cis-2-(halomethyl)-3-hydroxypyrrolidines in high yields.The tosylamides with phenyl and dimethyl substituents at C-5 cyclize to give six-membe