Diastereoselective Aldol Reaction of Tin Enolate of Cyclohexanone Catalyzed by Metal Triflates
- 1 September 1998
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1998 (9) , 958-960
- https://doi.org/10.1055/s-1998-5737
Abstract
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.Keywords
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