Generation and diels-alder reactions of t-butyl 2H-azirine-3-carboxylate

DOI: 10.1016/S0040-4039(98)01617-7

Source and publish data:

Tetrahedron Letters p. 7579 - 7582 (1998)

Update date:2022-08-22

Topics:

Authors:

Alves, Maria Jose

Gilchrist, Thomas L.

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Article abstract of DOI:10.1016/S0040-4039(98)01617-7

The azirinyl ester 2 (R = Bu(t)) has been generated by thermolysis of t- butyl 2-azidoacrylate. It is too unstable to allow its full characterisation but it has been intercepted by Diels-Alder cycloaddition to several dienes. Addition to a chiral diene 8 is highly diastereoselective.

Full text of DOI:10.1016/S0040-4039(98)01617-7

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