Synthesis of new pyrrolidine-based organocatalysts and study of their use in the asymmetric Michael addition of aldehydes to nitroolefins

Autor: Alejandro Castán, Ramón Badorrey, José A. Gálvez, María D. Díaz-de-Villegas
Jazyk: angličtina
Rok vydání: 2017
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 13, Iss 1, Pp 612-619 (2017)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.13.59
Popis: New pyrrolidine-based organocatalysts with a bulky substituent at C2 were synthesized from chiral imines derived from (R)-glyceraldehyde acetonide by diastereoselective allylation followed by a sequential hydrozirconation/iodination reaction. The new compounds were found to be effective organocatalysts for the Michael addition of aldehydes to nitroolefins and enantioselectivities up to 85% ee were achieved.
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