Synthesis of Proline-Valine Pseudodipeptide Enol Lactones, Serine Protease Inhibitors

Peter E. Reed; John A. Katzenellenbogen

doi:10.1021/jo00008a011

Synthesis of Proline-Valine Pseudodipeptide Enol Lactones, Serine Protease Inhibitors

Peter E. Reed, John A. Katzenellenbogen

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The fragmentation of 9-bromobornan-2-ol derivatives is dependent on both the orientation and identity of the leaving group at the 2-position. This has led to a synthesis of compounds containing useful quaternary carbon centers in carbocyclic six-membered rings, a previously unknown type of chiral pool elements.

Original language	English (US)
Pages (from-to)	2624-2634
Number of pages	11
Journal	Journal of Organic Chemistry
Volume	56
Issue number	8
DOIs	https://doi.org/10.1021/jo00008a011
State	Published - Apr 1 1991

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Organic Chemistry

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10.1021/jo00008a011

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title = "Synthesis of Proline-Valine Pseudodipeptide Enol Lactones, Serine Protease Inhibitors",

abstract = "The fragmentation of 9-bromobornan-2-ol derivatives is dependent on both the orientation and identity of the leaving group at the 2-position. This has led to a synthesis of compounds containing useful quaternary carbon centers in carbocyclic six-membered rings, a previously unknown type of chiral pool elements.",

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year = "1991",

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journal = "Journal of Organic Chemistry",

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AU - Katzenellenbogen, John A.

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N2 - The fragmentation of 9-bromobornan-2-ol derivatives is dependent on both the orientation and identity of the leaving group at the 2-position. This has led to a synthesis of compounds containing useful quaternary carbon centers in carbocyclic six-membered rings, a previously unknown type of chiral pool elements.

AB - The fragmentation of 9-bromobornan-2-ol derivatives is dependent on both the orientation and identity of the leaving group at the 2-position. This has led to a synthesis of compounds containing useful quaternary carbon centers in carbocyclic six-membered rings, a previously unknown type of chiral pool elements.

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Synthesis of Proline-Valine Pseudodipeptide Enol Lactones, Serine Protease Inhibitors

Abstract

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