RITTER REACTIONS. II. REDUCTIVE DEAMIDATION OF N-BRIDGEHEAD AMIDES

DOI: 10.1016/S0040-4039(01)81048-0

Source and publish data:

Tetrahedron Letters p. 1585 - 1588 (1987)

Update date:2022-08-11

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Authors:

Bishop, Roger

Burgess, Graham

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Article abstract of DOI:10.1016/S0040-4039(01)81048-0

Adamantyl- or homoadamantyl-derived N-bridgehead amides are converted in high yields into hydrocarbon derivatives on prolonged reflux in ethanol and 50percent sulphuric acid (1:1 by volume).This process probably involves A_AL1 hydrolysis to the tertiary carbonium ion, followed by hydride abstraction from the ethanol solvent.

Full text of DOI:10.1016/S0040-4039(01)81048-0

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