ArticleAngewandte Chemie (International ed. in English)2022
Stereoselective Three-Step One-Pot Cascade Combining Amino- and Biocatalysis to Access Chiral γ-Nitro Alcohols.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- A Multicatalytic Cascade for the Stereoselective Synthesis of 1,4-Chiral Nitro Alcohols.Organic letters · 2026Article
- Scope and Synthetic Applications of the Aryl-Alcohol Oxidase fromOrganic letters · 2025Article
- L-Cysteine-Catalysed Hydration of Activated Alkynes.Angewandte Chemie (International ed. in English) · 2025Article
- Stereoselective Three-Step One-Pot Cascade Combining Amino- and Biocatalysis to Access Chiral γ-Nitro Alcohols.Angewandte Chemie (International ed. in English) · 2022Article
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Authors and funding
3 authors.
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Abstract
The combination of small-molecule catalysis and enzyme catalysis represents an underexploited area of research with huge potential in asymmetric synthetic chemistry due to both compatibility of reaction conditions and complementary reactivity. Herein, we describe the telescopic synthesis of chiral nitro alcohols starting from commercially available benzaldehyde derivatives through the one-pot three-step chemoenzymatic cascade combination of a Wittig reaction, chiral-thiourea-catalysed asymmetric conjugate addition, and ketoreductase-mediated reduction to access the corresponding target compounds in moderate to excellent overall isolated yields (36-80 %) and high diastereomeric and enantiomeric ratios (up to >97 : 3). This represents the first example of the combination of an organocatalysed asymmetric conjugate addition via iminium ion activation and a bioreduction step catalysed by ketoreductases.
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