Mesoionic 1,3-oxazinium olates. Rearrangement to acylketenes and 3-azabicyclo[3.1.1]heptanetriones


Autoria(s): Sheibani, H.; Bernhardt, P. V.; Wentrup, C.
Data(s)

01/01/2005

Resumo

Metastable but isolable mesoionic 1,3-oxazinium 4-olates 9d-f undergo ring opening to acylketenes 10 at or near room temperature. The ketenes undergo intramolecular criss-cross [2 + 2] cycloaddition to afford 3-azabicyclo[3.1.1]heptanetriones 12. The structure of 12d was established by X-ray crystallography.

Identificador

http://espace.library.uq.edu.au/view/UQ:75765

Idioma(s)

eng

Publicador

Amer Chemical Soc

Palavras-Chave #Chemistry, Organic #Ketene Valence Isomers #Pseudopericyclic Reactions #Matrix-isolation #Ab-initio #(2-pyridyl)iminopropadienone #Pyridopyrimidinylium #Cyclization #C1 #780103 Chemical sciences #250303 Physical Organic Chemistry
Tipo

Journal Article