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Conformationally assisted lactamizations for the synthesis of symmetrical and unsymmetrical bis-2,5-diketopiperazines

  • Khanh Ha
    ,
  • Iryna Lebedyeva
    ,
  • Zhiliang Li
    ,
  • Kristin Martin
    ,
  • Byron Williams
    ,
  • Eric Faby
*Corresponding author for this work
  • University of Florida
    ,
  • University of Tartu
    ,
  • King Abdulaziz University
Scholary Output:
Contribution to journal
Article
Peer-review

Abstract

Open-chain N-Cbz-protected-peptidoyl benzotriazolides are converted by a novel lactamization strategy using proline as a turn introducer into both symmetrical (5a-c and 11a-c) and unsymmetrical (19a-e) bis-2,5-diketopiperazines (bis-2,5-DKPs), previously recognized as difficult targets.

Publication Information

Output type

Scholary Output:
Contribution to journal
Article
Peer-review

Original language

English (US)

Pages from-to (Number of pages)

Pages 8510-8523 (14 pages)

Journal (Volume, Issue Number)

Journal of Organic Chemistry (Volume 78, Issue 17)

Publication milestones

  • Published - 09/06/2013

Publication status

Published - 09/06/2013

ISSN

0022-3263

Publication IDs

  • Scopus: 84883754242
  • PubMed: 23895184

Publication metrics

Metrics

SciVal
citations
5
SciVal
FWCI
0.50
SciVal
Author count
10
SciVal
Paper percentile
54
Scopus
citations
Fractional count
1
Fractional count
0.10
Fractional count
9
Fractional count
0.90
Fractional count
1
Fractional count
1

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Captures
20
Citation count
7