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Synlett 1997; 1997(7): 758-760
DOI: 10.1055/s-1997-5758
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First Enantioselective Protonation of Prochiral Allyltrimethyltins Using Lewis Acid Assisted Chiral Brønsted Acids

Kazuaki Ishihara, Yuji Ishida, Shingo Nakamura, Hisashi Yamamoto*
  • *Graduate School of Engineering, Nagoya University, CREST, Japan Science and Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-01, JAPAN, Fax: 81-52-789-3222
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Publication History

Publication Date:
31 December 2000 (online)

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The LBA which is prepared from tin tetrachloride and optically active binaphthol or its monomethyl ether is a highly effective reagent for the enantioselective protonation of prochiral allyltrimethyltins. The absolute stereochemical selectivity is quite different from that in the protonation of silyl enol ethers which we reported earlier.

LBA - enantioselective protonation - allyltrialkyltins - optically active olefins

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