Diastereoselective reduction of the tricarbonyl moiety in bicyclic tetramates giving pyroglutamates†,Organic & Biomolecular Chemistry

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Diastereoselective reduction of the tricarbonyl moiety in bicyclic tetramates giving pyroglutamates†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-03-19 00:00:00 , DOI: 10.1039/c8ob00187a
Laia Josa-Culleré _{1,

2,

3,

4,

5} , Kirsten E. Christensen _{1,

2,

3,

4,

5} , Mark G. Moloney _{1,

2,

3,

4,

5}

Affiliation

The reduction of C(6)-acyl bicyclic tetramic acids has been achieved with complete diastereoselectivity via catalytic hydrogenation using PtO₂. The resulting pyroglutamates had potent antibacterial and anticancer properties and will allow the preparation of simple mimics of pyroglutamate-containing natural products.

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