Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 65, Pages 9256-9267Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc02660c
Keywords
-
Categories
Funding
- Spanish MINECO [CTQ2016-76908-C2-1-P, CTQ2016-76908-C2-2-P]
- European FEDER funds
- Junta de Andalucia [P18-FR-3531, US-1262867]
Ask authors/readers for more resources
The asymmetric 1,2-addition of formyl anion equivalents to carbonyl compounds is a powerful synthetic tool that ideally provide access to highly functionalizable alpha-hydroxy aldehydes in an enantioselective fashion. In this context, the nucleophilic character of formaldehyde hydrazones, together with their remarkable stability as monomeric species, has been exploited for the functionalization of diverse carbonyl compounds, using initially auxiliary-based methodologies and, more recently, catalytic enantioselective versions. This feature article highlights our research progress employing formaldehydetert-butyl hydrazone as a versatile formyl anion equivalent, in combination with bifunctional H-bonding organocatalysis. The design and optimization of different catalytic systems, focusing on a dual activation of both reagents, is reviewed, as well as the racemization free unmasking of the formyl group and representative product transformations for the construction of valuable, densely functionalyzed chiral building blocks.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available