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Synlett 1998; 1998(9): 958-960
DOI: 10.1055/s-1998-5737
DOI: 10.1055/s-1998-5737
letter
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Diastereoselective Aldol Reaction of Tin Enolate of Cyclohexanone Catalyzed by Metal Triflates
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199809/lookinside/thumbnails/10.1055-s-1998-5737-1.jpg)
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)