| Full text | |
| Author(s): |
Monteiro, Julia L.
[1]
;
Moreira, Natalia M.
[1]
;
dos Santos, Deborah A.
[1]
;
Paixao, Marcio W.
[1]
;
Correa, Arlene G.
[1]
Total Authors: 5
|
| Affiliation: | [1] Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem, BR-13565905 Sao Carlos, SP - Brazil
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | Pure and Applied Chemistry; v. 90, n. 1, p. 121-132, JAN 2018. |
| Web of Science Citations: | 1 |
| Abstract | |
Despite of the orthogonal reactivity of the N-H aziridines aldehyde, these compounds exist as an equilibrium of three different forms - whereas the dimeric one is mostly observed in a variety of solvents. In this work, we have developed an alternative protocol for the aminoaldehyde dimers synthesis in two steps starting with an organocatalyzed aziridination between alpha,beta-unsaturated aldehydes and a protected amine to afford known isolable and stable N-protected aziridine aldehydes. After Boc-deprotection, dimeric species were immediately formed from monomeric N-H aziridine aldehydes. From this building-block new reduced hydantoins were prepared via {[}3+2]-annulation with isocyanates. (AU) | |
| FAPESP's process: | 12/07284-1 - Asymmetric synthesis and biological evaluation of hydantoins and derivatives |
| Grantee: | Júlia Lammoglia Monteiro |
| Support Opportunities: | Scholarships in Brazil - Doctorate (Direct) |
| FAPESP's process: | 15/17141-1 - Development and Mechanism Studies of New Synthetic Methodologies for the Synthesis of Bioactive Compounds. |
| Grantee: | Ricardo Samuel Schwab |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock |
| Grantee: | Arlene Gonçalves Corrêa |
| Support Opportunities: | Research Grants - Applied Research Centers Program |
| FAPESP's process: | 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery |
| Grantee: | Glaucius Oliva |
| Support Opportunities: | Research Grants - Research, Innovation and Dissemination Centers - RIDC |