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Synlett 2024; 35(10): 1131-1134
DOI: 10.1055/a-2201-7267
DOI: 10.1055/a-2201-7267
cluster
Thieme Chemistry Journals Awardees 2023
anti-Selective Synthesis of Substituted β-Homoprolines by Rhodium Alkyl Nitrene C–H Insertion
This work was supported by JSPS KAKENHI grants numbers JP20K06957 and JP22H05383 (Digi-TOS). H.N. thanks The Takeda Science Foundation and The Takahashi Industrial and Economic Research Foundation for their financial support.


Abstract
A range of β-homoprolines was prepared with high anti-selectivity. An intramolecular C–H insertion reaction involving a rhodium alkyl nitrene is a key step in the ring construction. The carboxylic acid in the products can serve as a springboard for further downstream transformations.
Key words
rhodium catalysis - β-amino acids - nitrenes - N-heterocycles - C–H functionalization - homoprolinesSupporting Information
- Supporting information for this article is available online at
https://doi.org/10.1055/a-2201-7267.
- Supporting Information
- CIF File
Publication History
Received: 04 October 2023
Accepted after revision: 30 October 2023
Accepted Manuscript online:
30 October 2023
Article published online:
30 November 2023
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