期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 15, 期 45, 页码 12470-12488出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200901433
关键词
cyclization; cycloaddition; domino reactions; Michael addition; nitroolefins
资金
- French Research Ministry
- Universite Paul Cezanne
- Centre National de la Recherche Scientifique (CNRS)
The synthesis of various heterocycles and carbocycles (tetrahydrofurans, pyrrolidines, cyclopentanes) has been achieved by using new and efficient ionic addition/cyclization sequences. Nitroolefins play an important role in the Michael addition induced ring-closing reactions (MIRC) reported in the present article, with various substituted alcohols, amines, Grignard reactants, or malonate derivatives acting as the nucleophile partner. The optimized cascade reactions were high yielding in most cases and highly stereoselective, creating up to three stereogenic centers starting from achiral substrates.
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