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Synthesis 2009(19): 3263-3266
DOI: 10.1055/s-0029-1216945
DOI: 10.1055/s-0029-1216945
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkEthyl 2-(Diisopropoxyphosphoryl)-2H-azirine-3-carboxylate: Reactions with Nucleophilic 1,3-Dienes
Weitere Informationen
Received
24 March 2009
Publikationsdatum:
21. August 2009 (online)
Publikationsverlauf
Publikationsdatum:
21. August 2009 (online)
Abstract
Ethyl 2-(diisopropoxyphosphoryl)-2H-azirine-3-carboxylate, the first example of an azirine bearing simultaneously ester and phosphonate groups was generated in situ and reacted with a number of 1,3-dienes. Cycloadducts or their ensuing rearranged products were isolated in moderate yields.
Key words
2H-azirines - aza-Diels-Alder cycloaddition - dienophiles - phosphonates
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