Molecules (Jun 2011)

Enantioselective Addition of Allyltin Reagents to Amino Aldehydes Catalyzed with Bis(oxazolinyl)phenylrhodium(III) Aqua Complexes

  • Hisao Nishiyama,
  • Takatoshi Sakakura,
  • Toshihide Takemoto,
  • Kayoko Shimozono,
  • Katsuyuki Aoki,
  • Yukihiro Motoyama

DOI
https://doi.org/10.3390/molecules16075387
Journal volume & issue
Vol. 16, no. 7
pp. 5387 – 5401

Abstract

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Bis(oxazolinyl)phenylrhodium(III) aqua complexes, (Phebox)RhX2(H2O) [X = Cl, Br], were found to be efficient Lewis acid catalysts for the enantioselective addition of allyl- and methallyltributyltin reagents to amino aldehydes. The reactions proceed smoothly in the presence of 5–10 mol % of (Phebox)RhX2(H2O) complex at ambient temperature to give the corresponding amino alcohols with modest to good enantioselectivity (up to 94% ee).

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