Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s |
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Authors: | Nakamura Shuichi Kato Toru Nishimura Haruka Toru Takeshi |
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Institution: | Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan. |
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Abstract: | The reaction of alpha-lithio allyl aryl sulfides, generated by treatment with n-BuLi and chiral ligands at -78 degrees C, with ketones was examined. The alpha-addition products were formed in preference to the gamma-addition products. The enantioselectivity of the alpha-addition products varied depending on the chiral ligand, and bis(oxazoline)-(t)Bu showed the highest enantioselectivity. Chirality 16:86-89, 2004. |
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Keywords: | allyl sulfide enantioselective reaction bis(oxazoline) α‐thio carbanion |
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