Weck, Christian, Nauha, Elisa and Gruber, Tobias (2018) Facile synthesis and mechanistic investigations of bicyclic oxo-gamma-lactams from simple caprolactams. In: ORCHEM, 10th-12th September 2018, Berlin.
Full text not available from this repository.
| Item Type: | Conference or Workshop contribution (Poster) |
|---|---|
| Item Status: | Live Archive |
Abstract
The 6-azabicyclo[3.2.1]octane has been of great interest for medicinal chemists for some time now. Several natural products with a wide variety of different properties have been isolated and characterized such as Aphanorphine, Actinobolamine, Peduncularine or Lyconadin A.
Here we describe the preparation of the Avibactam related 6-azabicyclo[3.2.1]octane bridged ring system, starting from a readily available caprolactam precursor. This straightforward approach consists of a Dieckmann-cyclization with an ester group in C-6 position. The cyclization results in an oxo-gamma-lactam system, which is believed to show
enhanced reactivity towards nucleophilic ring opening.
| Keywords: | lactam, Dieckmann cyclization, heterocycle |
|---|---|
| Subjects: | F Physical Sciences > F160 Organic Chemistry F Physical Sciences > F151 Pharmaceutical Chemistry |
| Divisions: | College of Science > School of Pharmacy |
| ID Code: | 34800 |
| Deposited On: | 25 Jan 2019 16:29 |
Repository Staff Only: item control page