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- Title
Multicomponent Cyclizative 1,2‐Rearrangement Enabled Enantioselective Construction of 2,2‐Disubstituted Pyrrolinones.
- Authors
Li, Xing‐Zi; He, Yu‐Ping; Wu, Hua
- Abstract
The 1,2‐rearrangement reaction is one of the most important approaches to construct carbon‐carbon bonds in organic synthesis. However, the development of catalytic asymmetric 1,2‐rearrangements is still far from mature and often suffers from problems such as complex substrates, single product structure, and lack of synthetic application. Multicomponent reaction has been recognized as a robust tool for the synthesis of diverse and tunable products from readily available starting material. Conceptionally and practically, the development of multicomponent asymmetric 1,2‐rearrangements is highly desirable. In this regard, we report herein a three‐component benzilic acid‐type rearrangement of 2,3‐diketoesters, aromatic amines and aldehydes for the asymmetric construction of synthetically challenging pyrrolinones bearing aza‐quaternary stereocenters. To the best of our knowledge, this reaction represents the first example of organocatalyzed multicomponent asymmetric 1,2‐rearrangements.
- Subjects
PYRROLINONES; CARBON-carbon bonds; AROMATIC amines; CLAISEN rearrangement; ORGANIC synthesis; AROMATIC aldehydes; NITROALKENES
- Publication
Angewandte Chemie, 2024, Vol 136, Issue 7, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202317182