Chiral tertiary alcohols from a trans-1-arenesulfonyl-amino-2-isoborneolsulfonylaminocyclohexane-catalyzed addition of organozincs to ketones |
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| Institution: | 1. Department of Chemistry, Faculty of Science, Imam Khomeini International University, Qazvin, P.O. Box 288, Iran;2. Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran;1. College of Chemistry and Material Science, Shandong Agricultural University, Taian, Shandong, 271018, People’s Republic of China;2. Department of Chemistry, Taishan University, Taian, Shandong, 271021, People’s Republic of China;1. WPI-Advanced Institute for Materials Research (WPI-AIMR), Tohoku University, Sendai 980-8577, Japan;2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China;1. Dept. SBAI, Sapienza University of Rome, via Castro Laurenziano, 7, 00161 Rome, Italy;2. via Antelao, 9 00141 Rome, Italy |
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| Abstract: | The catalytic enantioselective addition of different organozinc reagents, such as alkyl, or in situ generated aryl, allyl, alkenyl and alkynyl derivatives to simple aryl ketones, was accomplished using titanium tetraisopropoxide and chiral ligands derived from 1-arenesulfonylamino-2-isoborneolsulfonylamidocyclohexane, giving the corresponding tertiary alcohols with enantioselectivities up to >99%. A simple and efficient procedure for the synthesis of the disulfonamide ligands used is described. |
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