| Literature DB >> 33411337 |
Ryan T Davison1, Patrick D Parker1, Xintong Hou1, Crystal P Chung1, Sara A Augustine1, Vy M Dong1.
Abstract
By using Rh-H catalysis, we couple α-nitroesters and alkynes to prepare α-amino-acid precursors. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a RhIII -π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α-disubstituted α-amino esters.Entities:
Keywords: alkynes; amino acids; nitroester; rhodium hydride; tandem catalysis
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Year: 2021 PMID： 33411337 PMCID： PMC7927945 DOI： 10.1002/anie.202014015
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336