Turkish Journal of Chemistry
Abstract
Novel R-phenylglycine derived organocatalysts were prepared from the reaction of Cbz-R-phenylglycine with indoline, pyrrolidine, or (S)-(-)-2-(diphenylmethyl)pyrrolidine in 3 steps. The asymmetric Michael addition of cyclohexanone to nitroolefins was investigated using R-phenylglycine derivatives along with L-prolinamides as chiral catalysts. The desired products were obtained in excellent yields with enantioselectivities up to 90% ee and diastereomeric ratio up to 98:2 of the syn }addition product.
DOI
10.3906/kim-1110-25
Keywords
Amines, asymmetric catalysis, Michael addition, nitroolefins, organocatalysis
First Page
659
Last Page
670
Recommended Citation
NAZIROĞLU, HAYRİYE NEVİN and SIRIT, ABDULKADİR
(2012)
"Synthesis and application of L-proline and R-phenylglycine derived organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes,"
Turkish Journal of Chemistry: Vol. 36:
No.
5, Article 2.
https://doi.org/10.3906/kim-1110-25
Available at:
https://journals.tubitak.gov.tr/chem/vol36/iss5/2
