Conceptually new chiral tertiary C2 symmetric diamines in asymmetric synthesis |
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Authors: | Jean-Claude KizirianJean-Claude Caille Alexandre Alexakis |
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Institution: | a Université de Genève, Department of Organic Chemistry, 30 quai Ernest Ansermet, CH-1211 Genève 4, Switzerland b PPG-SIPSY, Z. I. La croix cadeau B.P. 79. 49242 Avrille Cedex, France |
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Abstract: | New chiral diamines were prepared, based on the cyclohexane diamine core. The two different substituents on each nitrogen allow this heteroatom to become a stereogenic center upon chelation with a metal, such as lithium. The enantioselective addition of MeLi to imines, with ee's up to 68%, illustrates the validity of this concept. |
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Keywords: | asymmetric synthesis diamines organolithiums imines C2 symmetry |
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