Diels-Alder reactions of N-silyloxy 1-azadienes

Autor: John A. Scherschel, Lindsay S. Stelzer, Mohammad Behforouz, Mohammad Reza Ahmadian, Jalal Haddad, Zhengxiang Gu
Rok vydání: 1997
Předmět:
Zdroj: Tetrahedron Letters. 38:2211-2214
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00326-2
Popis: Novel 1-(t-butyldimethylsilyloxy)-1-aza-1,3-butadienes 1 and 2 are prepared by the reaction of O-(t-butyldimethylsilyloxy)hydroxylamine with methyl vinyl ketone and methacrolein, respectively. Azadienes 1 and 2 through sharing of oxygen nonbonding electrons are activated and thus their Diels-Alder reactions with a number of halobenzoquinones, napthoquinones and N-phenylmaleimide regiospecifically give low to good yields of various pyridine heterocycles.
Databáze: OpenAIRE