期刊
ORGANIC LETTERS
卷 15, 期 18, 页码 4892-4895出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol402334j
关键词
-
资金
- NIH [RR17716]
- University of Delaware
alpha-Helices are ubiquitous protein recognition elements that bind diverse biomolecular targets. The synthesis of a small molecule scaffold to present the side chains of an alpha-helix is described. The 1,3,5,7-tetrasubstituted 1,2,3,4-tetrahydronaphthalene scaffold, providing mimicry of the i+3, and i+4 positions of an alpha-helix, was synthesized using a novel MgBr2-catalyzed Friedel Crafts epoxide cycloalkylation as the key step. Each position may be differentiated via O-alkylation after scaffold synthesis, generating a diversity-oriented approach to readily synthesize proteomimetics for different targets.
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