Asymmetric induction in stereoselective carbocyclization of cyclohexanone enamines

Authors
Butkus, E Stoncius, A
Citation
E. Butkus et A. Stoncius, Asymmetric induction in stereoselective carbocyclization of cyclohexanone enamines, SYNLETT, (2), 1999, pp. 234-236
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
2
Year of publication
1999
Pages
234 - 236
Database
ISI
SICI code
0936-5214(199902):2<234:AIISCO>2.0.ZU;2-Q
Abstract
A highly enantioselective synthesis of bicyclo[3.3.1]nonane diketones 3-5 w as accomplished by (S)- and (R)-2-methoxymethylpyrrolidine induced asymmetr ic cyclization of cyclohexanone enamines 1,2 in reaction with propenoyl chl oride. A possible enantiodifferentiation reaction mechanism was suggested.