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Asymmetric hetero Diels-Alder as an access to carbacephams
Alberto Avenoza1, Jesús H Busto, Carlos Cativiela
1Departamento de Química, Universidad de La Rioja Grupo de Síntesis Química de La Rioja, U.A.-C.S.I.C., 26006 Logroño, Spain. alberto.avenoza@dq.unirioja.es
The Journal of Organic Chemistry
|January 19, 2002
Abstract:
A short and efficient asymmetric synthesis of the (6R,7S)-7-tert-butoxycarbonylamino-2-ketocarbacepham is described. The key step involves the hetero Diels-Alder reaction of the benzylimine derived from the enantiomer of Garner's aldehyde with Danishefsky's diene.