Tetrahedron letters

Ytterbium (III) trifluoromethanesulfonate catalyzed solid phase aza Diels-Alder reaction and subsequent facile adduct release

W Zhang, W Xie, J Fang, PG Wang

Index: Zhang, Wei; Xie, Wenhua; Fang, Jianwen; Wang, Peng George Tetrahedron Letters, 1999 , vol. 40, # 45 p. 7929 - 7933

Full Text: HTML

Citation Number: 38

Abstract

Ytterbium (III) trifluoromethanesulfonate has been demonstrated to catalyze the solid phase aza Diels-Alder reaction of an aldehyde, a diene, and immobilized benzylamine. The [4+ 2] adducts were cleaved from solid support efficiently using a 'trace-less' release methodology. The piperidine derivatives were obtained in excellent to reasonable yields with high levels of purity.