- Amino acid derived heterocycles: Lewis acid catalyzed and radical cyclizations from peptide acetals
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Bicyclization of peptide acetals via nucleophilic attack of a phenyl group on an endocyclic acyliminium ion 4 was explored as a route to novel amino acid derived heterocycles and peptidomimetic scaffolds. In the presence of protic acid, bridged structures such as 6 are formed readily from phenylalanine derivatives, but the fused-ring analogues 5 could not be obtained in good yield. In contrast, radical cyclization of the bromophenyl dihydropyrazinone 7 provides an effective alternative for the synthesis of 5 (n = 0, 1, 2). Additional versatility in this process was demonstrated by efficient synthesis of a different fused ring system, represented by the antihelmintic praziquantel, 8.
- Todd, Matthew H.,Ndubaku, Chudi,Bartlett, Paul A.
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p. 3985 - 3988
(2007/10/03)
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- Synthesis of cyclohexane containing 5′-O-Glycine derivatives of uridine as potential inhibitors of UDP-glucuronosyltransferase
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Summary. In order to design potential inhibitors of UDP-glucuronosyltransferase, two different pathways for the synthesis of cyclohexane containing 5′-O-glycine derivatives of uridine were developed, one starting with the cyclohexyl moiety, and a second o
- Alargov, Dimitar K.,Gugova, Roumyana G.,Denkova, Pavleta S.,Mueller, Gunther,Golovinsky, Evgeny V.
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p. 937 - 943
(2007/10/03)
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