Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution

Shin Ya Tosaki, Keiichi Hara, Vijay Gnanadesikan, Hiroyuki Morimoto, Shinji Harada, Mari Sugita, Noriyuki Yamagiwa, Shigeki Matsunaga, Masakatsu Shibasaki

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Abstract

A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li3-(1a)3 complex (LLB 2a) and La-Li3-(1b)3 (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.

Original languageEnglish
Pages (from-to)11776-11777
Number of pages2
JournalJournal of the American Chemical Society
Volume128
Issue number36
DOIs
Publication statusPublished - Sep 13 2006
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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    Tosaki, S. Y., Hara, K., Gnanadesikan, V., Morimoto, H., Harada, S., Sugita, M., Yamagiwa, N., Matsunaga, S., & Shibasaki, M. (2006). Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution. Journal of the American Chemical Society, 128(36), 11776-11777. https://doi.org/10.1021/ja064858l