Copper-Catalyzed Enantioselective Synthesis of Axially Chiral Allenes
Hailing Li, Daniel Müller, Laure Guénée and Alexandre Alexakis*
*Department of Organic Chemistry, University of Geneva 30,
and Laboratory of Crystallography, University of Geneva 24, quai Ernest Ansermet
CH-1211 Geneva 4, Switzerland, Email: alexandre.alexakis
unige.ch
H. Li, D. Müller, L. Guénée, A. Alexakis, Org. Lett., 2012, 14, 5880-5883.
DOI: 10.1021/ol302790e
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Abstract
A simple copper-catalyzed enantioselective synthesis of axially chiral chloroallenes from propargylic dichlorides leads to exclusive formation of the desired allenes with good enantioselectivities. Further transformations to trisubstituted allenes or terminal alkynes with a propargylic quaternary carbon center keep a high level of enantiopurity.
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Key Words
ID: J54-Y2012-3720
