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Enantioselective reactions of alpha-lithiated allyl aryl sulfides using chiral bis(oxazoline)s
Authors:Nakamura Shuichi  Kato Toru  Nishimura Haruka  Toru Takeshi
Institution:Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
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.
Keywords:allyl sulfide  enantioselective reaction  bis(oxazoline)  α‐thio carbanion
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