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Synthesis 2018; 50(05): 1105-1112
DOI: 10.1055/s-0036-1590955
DOI: 10.1055/s-0036-1590955
paper
Asymmetric Chlorination of Cyclic β-Keto Esters and N-Boc Oxindoles Catalyzed by an Iron(III)-BPsalan Complex
We thank the National Natural Science Foundation of China (NSFC 21472216) and the Croucher Funding Scheme for Joint laboratories for financial support.Further Information
Publication History
Received: 29 August 2017
Accepted after revision: 12 October 2017
Publication Date:
09 November 2017 (online)
Abstract
An iron(III)-BPsalan complex was found to efficiently catalyze the asymmetric chlorination reaction of cyclic β-keto esters and N-Boc oxindoles, affording the corresponding chlorinated products in high yield and up to 92% ee with NCS as chlorination reagent under mild reaction conditions.
Key words
iron catalysis - BPsalan ligand - asymmetric chlorination - cyclic β-keto ester - N-Boc oxindole - asymmetric brominationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590955.
- Supporting Information
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For reviews, see:
For selected examples of asymmetric chlorination of β-keto esters, see:
For selected examples of asymmetric chlorination of N-Boc oxindoles, see:
For reviews of iron catalysis, see:
For selected recent examples, see:
For selected examples of iron-catalyzed reactions with cyclic β-keto esters and N-Boc oxindoles, see: