Synthesis and application of L-proline and R-phenylglycine derived organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes

Küçük Resim Yok

Tarih

2012

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Tubitak Scientific & Technological Research Council Turkey

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

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.

Açıklama

Anahtar Kelimeler

Amines, Asymmetric Catalysis, Michael Addition, Nitroolefins, Organocatalysis

Kaynak

Turkish Journal Of Chemistry

WoS Q Değeri

Q3

Scopus Q Değeri

Q3

Cilt

36

Sayı

5

Künye