Synthesis of 3-Amino-2,2-dimethyl-8-thia-1-azaspiro[4.5]decane

Wenpeng Mai, Michigan Technological University
Sarah A. Green, Michigan Technological University
Dallas K. Bates, Michigan Technological University
Shiyue Fang, Michigan Technological University

Publisher's version of record: http://dx.doi.org/10.1080/00397910903289255

Abstract

The synthesis of 3-amino-2,2-dimethyl-8-thia-1-azaspiro[4.5]decane is described. Key steps include the addition of prenyl magnesium bromide to a 4-methoxybenzylimine without reversal of stereochemistry and the iodine-initiated aminocyclization to form the azaspirocycle.