Highly enantioselective addition of linear alkyl alkynes to linear aldehydes |
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| Authors: | Yuhao Du Mark Turlington Lin Pu |
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| Institution: | a College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China
b Department of Chemistry, University of Virginia, Charlottesville, VA 22904-4319, USA |
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| Abstract: | It is discovered that the use of biscyclohexylamine (Cy2NH) as an additive can greatly enhance the enantioselectivity for the reaction of linear alkyl alkynes with linear aldehydes. The combination of (S)-BINOL (20 mol %), Cy2NH (5 mol %), ZnEt2 (2 equiv), and Ti(OiPr)4 (0.5 equiv) catalyzes the reaction at room temperature in diethyl ether solution with 81-89% ee and 57-77% yield. |
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| Keywords: | BINOL Chiral propargylic alcohols Asymmetric catalysis Alkynes Aldehydes |
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