Tetrahedron Letters p. 3690 - 3694 (2017)
Update date:2022-09-26
Topics:
Aldmairi, Abdul H.
Griffiths-Jones, Charlotte
Dupauw, Alexis
Henderson, Laura
Knight, David W.
The success of acid-catalysed cyclisations of alka-4-enylamine derivatives to piperidines depends very much on the nature of the amine protecting group: while carbamates and related amides can usually be readily and cleanly transformed, the corresponding sulfonamides react further by ring contraction leading to pyrrolidines, especially when such substrates are sterically crowded.
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