Novel, cyclic and bicyclic 1,3-diols as catalysts for the diethylzinc addition to aldehydes
Författare
Summary, in English
A number of optically pure 1,3-diols have been synthesized and used as catalysts in the asymmetric addition of diethylzinc to aromatic aldehydes. Enantiomeric excesses of up to 92% of (R)-1-phenylpropan-1-ol were obtained with anisylbicyclo[2.2.2] octanediol (14) as a catalyst. Using 2-picolylbicyclo[ 2.2.2] ocatanediol (16) as the catalyst resulted in a reversal of the stereoselectivity, yielding (S)-1-phenylpropan-1-ol in 83% ee. A pronounced positive non-linear effect was observed when varying the enantiomeric purity of catalyst 14.
Avdelning/ar
Publiceringsår
2002
Språk
Engelska
Sidor
645-651
Publikation/Tidskrift/Serie
Journal of the Chemical Society - Perkin Transactions 1
Issue
5
Dokumenttyp
Artikel i tidskrift
Förlag
Royal Society of Chemistry
Ämne
- Organic Chemistry
Status
Published
ISBN/ISSN/Övrigt
- ISSN: 1472-7781