Enantioselective Deoxygenative Amino-Cyanation of Carboxylic Acids via Ti-Multicatalysis

Carboxylic acids are valued synthetic building blocks that offer shelf life stability, structural diversity, and wide commercial availability. Despite the remarkable synthetic utility of carboxylic acids, a direct enantioselective deoxygenative functionalization of carboxylic acids remains rare. We present enantioselective deoxygenative amino-cyanation of carboxylic acids using a novel Ti<sup>IV</sup>-multicatalytic system that catalytically modified each C-O bond of carboxylic acid to C-C, C-N, and C-H bonds, generating enantio-enriched chiral α-amino nitriles (up to 98:2 er).

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Publication Details

Journal
Organic Letters
Published
2024-10-28
DOI
https://doi.org/10.1021/acs.orglett.4c03244
Citations
7
Primary Topic
Chemical Synthesis and Analysis
Type
article
Field-Weighted Citation Impact
1.64

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article

Enantioselective Deoxygenative Amino-Cyanation of Carboxylic Acids via Ti-Multicatalysis

Sher Muhammad, Byoungmoo Kim, Diego Rodriguez, Giovani Gutierrez et al.
7 citations
Organic Letters
Chemical Synthesis and Analysis
1.64
article

Enantioselective Deoxygenative Amino-Cyanation of Carboxylic Acids via Ti-Multicatalysis

Sher Muhammad, Byoungmoo Kim, Diego Rodriguez, Giovani Gutierrez, Jason A. Wilt, Emily Girotti
article en
7 citations

Abstract

Carboxylic acids are valued synthetic building blocks that offer shelf life stability, structural diversity, and wide commercial availability. Despite the remarkable synthetic utility of carboxylic acids, a direct enantioselective deoxygenative functionalization of carboxylic acids remains rare. We present enantioselective deoxygenative amino-cyanation of carboxylic acids using a novel Ti<sup>IV</sup>-multicatalytic system that catalytically modified each C-O bond of carboxylic acid to C-C, C-N, and C-H bonds, generating enantio-enriched chiral α-amino nitriles (up to 98:2 er).

Organic LettersVol. 26(44)
Clemson University (US)
Clemson University, American Chemical Society Petroleum Research Fund, Division of Chemistry, Division of Equity for Excellence in STEM
Openalex Percentile: Top 16%
Chemical Synthesis and Analysis
1.64
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Enantioselective Deoxygenative Amino-Cyanation of Carboxylic Acids via Ti-Multicatalysis — Sher Muhammad, Byoungmoo Kim, et al. · Organic Letters (2024) | TGRS Research Map | TGRS