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Phosphine-catalyzed asymmetric additions of malonate esters to gamma-substituted allenoates and allenamides

Author(s)
Sinisi, Riccardo; Sun, Jianwei; Fu, Gregory C.
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Abstract
Because carbonyl groups are ubiquitous in organic chemistry, the ability to synthesize functionalized carbonyl compounds, particularly enantioselectively, is an important objective. We have developed a straightforward and versatile method for catalytic asymmetric carbon–carbon bond formation at the γ-position of carbonyl compounds, specifically, phosphine-catalyzed additions of malonate esters to γ-substituted allenoates and allenamides. Mechanistic studies have provided insight into the reaction pathway.
Date issued
2010-11
URI
http://hdl.handle.net/1721.1/64786
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Proceedings of the National Academy of Sciences of the United States of America
Publisher
National Academy of Sciences (U.S.)
Citation
Sinisi, Riccardo, Jianwei Sun, and Gregory C. Fu. “Phosphine-catalyzed Asymmetric Additions of Malonate Esters to γ-substituted Allenoates and Allenamides.” Proceedings of the National Academy of Sciences 107.48 (2010) : 20652 -20654. © 2010 by the National Academy of Sciences.
Version: Final published version
ISSN
0027-8424
1091-6490

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