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Conformationally Assisted Lactamizations for the Synthesis of Symmetrical and Unsymmetrical Bis-2,5-diketopiperazines
Journal article   Peer reviewed

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, Amir Nasajpour, Girinath G. Pillai, Abdulrahman O. A-Youbi and Alan R. Katritzky
Journal of organic chemistry, Vol.78(17), pp.8510-8523
06/09/2013
PMID: 23895184

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
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.

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