Instantaneous room-temperature and highly enantioselective ArTi(O-i-Pr)3 additions to aldehydes

Chem Commun (Camb). 2011 Nov 14;47(42):11668-70. doi: 10.1039/c1cc15059f. Epub 2011 Sep 27.

Abstract

Direct asymmetric additions of ArTi(O-i-Pr)(3) to aldehydes catalyzed by a titanium catalyst of (R)-H(8)-BINOL are reported. The reactions proceed instantaneously at room temperature, affording alcohols in ≥90% ee. Importantly, the ArTi(O-i-Pr)(3) reagent differentiates the ligand effectiveness in an order of H(8)-BINOL > BINOL > TADDOL > diol 3 > disulfonamide 2.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Argon / chemistry*
  • Stereoisomerism
  • Temperature
  • Titanium / chemistry*

Substances

  • Aldehydes
  • Argon
  • Titanium