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Synlett 1999; 1999(2): 234-236
DOI: 10.1055/s-1999-2569
DOI: 10.1055/s-1999-2569
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Asymmetric Induction in Stereoselective Carbocyclization of Cyclohexanone Enamines
Further Information
Publication History
Publication Date:
31 December 1999 (online)
![](https://www.thieme-connect.de/media/synlett/199902/lookinside/thumbnails/10.1055-s-1999-2569-1.jpg)
A highly enantioselective synthesis of bicyclo[3.3.1]nonane diketones 3-5 was accomplished by (S)- and (R)-2-methoxymethylpyrrolidine induced asymmetric cyclization of cyclohexanone enamines 1, 2 in reaction with propenoyl chloride. A possible enantiodifferentiation reaction mechanism was suggested.
enamine cyclization - SMMP/RMMP asymmetric induction - bicyclo[3.3.1][nonanediones