Corey-Chaykovsky epoxidation of twisted amides: synthesis and reactivity of bridged spiro-epoxyamines.
The first example of a Corey-Chaykovsky epoxidation employing amides as substrates is described. Medium-bridged twisted amides serve as precursors to a family of isolable aminoepoxides. The reactivity of bridged spiro-epoxyamines is also investigated.
Szostak
Michal
M
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Malott Hall, Room 4070, Lawrence, Kansas 66045-7852, USA.
Aubé
Jeffrey
J
D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*
D000577:Amides; D000588:Amines; D004852:Epoxy Compounds; D013141:Spiro Compounds