4.8 Article

Automated, Accelerated Nanoscale Synthesis of Iminopyrrolidines

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 30, Pages 12423-12427

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202000887

Keywords

automation; miniaturization; multicomponent reactions; nanoscale synthesis; sustainable chemistry

Funding

  1. Kankerbestrijding (KWF) [10504]
  2. European Union's Horizon 2020 research and innovation program under the Marie Skodowska-Curie grant [754425]
  3. National Institute of Health [2R01GM097082-05]
  4. European Lead Factory (IMI) [115489]
  5. Qatar National Research Foundation [NPRP6-065-3-012]
  6. European Union [675555, 665250]

Ask authors/readers for more resources

Miniaturization and acceleration of synthetic chemistry is an emerging area in pharmaceutical, agrochemical, and materials research and development. Herein, we describe the synthesis of iminopyrrolidine-2-carboxylic acid derivatives using chiral glutamine, oxo components, and isocyanide building blocks in an unprecedented Ugi-3-component reaction. We used I-DOT, a positive-pressure-based low-volume and non-contact dispensing technology to prepare more than 1000 different derivatives in a fully automated fashion. In general, the reaction is stereoselective, proceeds in good yields, and tolerates a wide variety of functional groups. We exemplify a pipeline of fast and efficient nanomole-scale scouting to millimole-scale synthesis for the discovery of a useful novel reaction with great scope.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.8
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available