N-carbamate protected amino acid derived guanidine organocatalysts

Research output: Contribution to journalArticlepeer-review

Electronic versions

Documents

DOI

We report the preparation of a range of N-protected amino acid derived guanidine organocatalysts and their application to the Michael addition of 2-hydroxy-1,4-napthoquinone to β-nitrostyrene, achieving a maximum ee of 26%. Whilst these catalysts gave poor ees, the structural variation together with the X-ray crystallographic study of the intra- and intermolecular hydrogen bonding reported suggest that the C2-symmetric catalysts are lead compounds for the further development of this methodology.

Keywords

  • Amino acids, Guanidines, H-bonded extended networks, Organocatalysis
Original languageEnglish
Article number132093
JournalTetrahedron
Volume89
Early online date2 Apr 2021
DOIs
Publication statusPublished - 4 Jun 2021

Total downloads

No data available
View graph of relations