3,3′-Functionalized octahydro-BINOL: a facile synthesis and its high enantioselectivity in the alkyne addition to aldehydes |
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| Authors: | Lan Liu Lin Pu |
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| Institution: | a Department of Chemistry, University of Virginia, Charlottesville, VA 22904-4319, USA
b School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, People's Republic of China |
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| Abstract: | A facile synthesis of an enantiomerically pure 3,3′-bismorpholinylmethyl H8-BINOL ligand has been developed. This compound in combination with Et2Zn and Ti(OiPr)4 is found to catalyze the highly enantioselective reaction of phenylacetylene with aromatic aldehydes. The enantioselectivity of this catalytic process for the reactions of ortho-substituted benzaldehydes is significantly higher than that based on H8-BINOL. |
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| Keywords: | Asymmetric catalysis H8-BINOL Alkyne addition Propargylic alcohols |
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