期刊
TETRAHEDRON LETTERS
卷 51, 期 10, 页码 1367-1370出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.12.141
关键词
Isocyanide-based multicomponent reactions; Ugi reaction; Bifunctional reagents; Hydrazine; beta-Turn mimics; Secondary structure by NMR; Pseudopeptides
资金
- Federal Agency for Science and Innovation (Russian Federation Government) [02.740.11.0092]
A four-center, three-component Ugi-type reaction of a variety of keto acids, Boc- or Cbz-protected hydrazine, and isocyanides offers a simple and high yielding access to cyclic products containing an N-aminolactam unit. The latter are shown to form consistently an intramolecular hydrogen bond leading to a p-turn-like secondary structure. The possibility of integrating such N-aminolactam units (without disruption of the folded structure) into pseudotripeptide fragments is demonstrated. (C) 2010 Elsevier Ltd. All rights reserved.
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