New,improved procedure for the synthesis of structurally diverse N-spiro C2-symmetric chiral quaternary ammonium bromides |
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Authors: | Ooi Takashi Uematsu Yukitaka Maruoka Keiji |
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Affiliation: | Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Japan. |
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Abstract: | Selective, direct ortho magnesiation of (S)-2,2'-bis(isopropoxycarbonyl)-1,1'-binaphthyl (6) has been achieved under mild conditions, using magnesium bis(2,2,6,6-tetramethylpiperamide) [Mg(TMP)(2)]. In combination with the subsequent reaction with the appropriate electrophiles, bromine and iodine, this method constitutes a key step in establishing a new and concise synthetic route to a wide variety of N-spiro C(2)-symmetric chiral quaternary ammonium bromides of type 1. |
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