Diastereoselective Aldol Reaction of Tin Enolate of Cyclohexanone Catalyzed by Metal Triflates
31 December 2000 (online)
The diastereoselective aldol reaction of tributyltin enolate of cyclohexanone with benzaldehyde was studied in the presence of a catalytic amount of various metal triflates. The highest anti selectivity was observed with Pd(OTf)2, while Zn(OTf)2 in THF showed moderate syn selectivity. The use of (S,S)- i Pr-pybox 3 ⋅ Cu(OTf)2 complex as a catalyst preferentially produced the optically active syn aldol adduct with 84% ee.
diastereoselective aldol reaction - tin enolates - metal triflates - aldehydes - chiral bis(oxazoline)