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Pyrrole-based scaffolds for turn mimics.


ABSTRACT: Two amino acid derived synthons were combined to give homopropargylic amines 2. Platinum dichloride was used to cyclize these intermediates into pyrroles 3 which collapsed to the target secondary structure mimics 1 on treatment with base. Side chains of these compounds overlay with an idealized type 1 ?-turn and with an inverse ?-turn.

SUBMITTER: Ko E 

PROVIDER: S-EPMC3077957 | biostudies-literature | 2011 Mar

REPOSITORIES: biostudies-literature

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Pyrrole-based scaffolds for turn mimics.

Ko Eunhwa E   Burgess Kevin K  

Organic letters 20110126 5


Two amino acid derived synthons were combined to give homopropargylic amines 2. Platinum dichloride was used to cyclize these intermediates into pyrroles 3 which collapsed to the target secondary structure mimics 1 on treatment with base. Side chains of these compounds overlay with an idealized type 1 β-turn and with an inverse γ-turn. ...[more]

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