Enantioselective Conjugate Addition of Aldehydes to Oxetane- and Azetidine-Containing Nitroolefins: An Entry to Spirocyclic Pyrrolidines
EMBARGOED UNTIL 2026-04-14
Loading...
Author / Producer
Date
2025-04-25
Publication Type
Journal Article
ETH Bibliography
yes
Citations
Altmetric
EMBARGOED UNTIL 2026-04-14
Data
Rights / License
Abstract
Enantioselective amine-catalyzed conjugate additions of aldehydes to oxetane- and azetidine-containing nitroolefins afford γ-nitroaldehydes as key building blocks en route to spirocyclic oxetane/azetidine-pyrrolidines. The study provided insights into the stability and reactivity of these β,β-disubstituted nitroolefins and enabled the enantioselective synthesis of chiral oxetanes and azetidines in moderate-to-high yields and enantioselectivities. This approach expands synthetic access to medicinally relevant scaffolds and broadens the scope of enantioselective organocatalytic transformations.
Permanent link
Publication status
published
External links
Editor
Book title
Journal / series
Volume
27 (16)
Pages / Article No.
4190 - 4195
Publisher
American Chemical Society
Event
Edition / version
Methods
Software
Geographic location
Date collected
Date created
Subject
Addition reactions; Aldehydes; Catalysts; Pyrrolidines; Stereoselectivity
Organisational unit
03940 - Wennemers, Helma / Wennemers, Helma
Notes
Funding
219409 - Bioinspired Asymmetric Catalysis (SNF)
213224 - Diffractometer with rotating anode (SNF)
213224 - Diffractometer with rotating anode (SNF)