An Intramolecular Schmidt Reaction of an Alkyl Azide with a Carbocation. The Generation and Rearrangement of a Conformationally Restricted Secondary Aminodiazonium Ion

DOI: 10.1016/S0040-4039(00)79075-7

Source and publish data:

Tetrahedron Letters p. 5291 - 5294 (1992)

Update date:2022-07-30

Topics:

Authors:

Pearson, William H.

Schkeryantz, Jeffrey M.

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Article abstract of DOI:10.1016/S0040-4039(00)79075-7

Treatment of azidoalkene 2 with triflic acid produced the bridged bicyclic enamine 3 by an intramolecular Schmidt reaction.Rearrangement of the intermediate aminodiazonium ion 5 is completely regioselective.

Full text of DOI:10.1016/S0040-4039(00)79075-7

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