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Highly chemo-, enantio-, and regioselective synthesis of α,α-disubstituted furanones by Cu-catalyzed conjugate addition.

作者信息

Endo Kohei, Yakeishi Sayuri, Takayama Ryotaro, Shibata Takanori

机构信息

Department of Chemistry, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa, 920-1192 (Japan); PRESTO (Japan) Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama, 332-0012 (Japan).

出版信息

Chemistry. 2014 Jul 14;20(29):8893-7. doi: 10.1002/chem.201403446. Epub 2014 Jun 17.

DOI:10.1002/chem.201403446
PMID:24938426
Abstract

A highly chemo-, enantio-, and regioselective synthesis of furanones bearing an α,α-disubstituted quaternary stereogenic center is reported. The Cu-catalyzed enantioselective conjugate addition of organoaluminum reagents to unsaturated ketoesters at room temperature and subsequent lactonization took place. Synthetic transformations of furanones represent facile approaches to various cyclic or acyclic compounds bearing a quaternary stereogenic center.

摘要

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