Stereoselective Three‐Step One‐Pot Cascade Combining Amino‐ and Biocatalysis to Access Chiral γ‐Nitro Alcohols**
نویسندگان
چکیده
The combination of small-molecule catalysis and enzyme represents an underexploited area research with huge potential in asymmetric synthetic chemistry due to both compatibility reaction conditions complementary reactivity. Herein, we describe the telescopic synthesis chiral nitro alcohols starting from commercially available benzaldehyde derivatives through one-pot three-step chemoenzymatic cascade a Wittig reaction, chiral-thiourea-catalysed conjugate addition, ketoreductase-mediated reduction access corresponding target compounds moderate excellent overall isolated yields (36–80 %) high diastereomeric enantiomeric ratios (up >97 : 3). This first example organocatalysed addition via iminium ion activation bioreduction step catalysed by ketoreductases.
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ژورنال
عنوان ژورنال: Angewandte Chemie
سال: 2022
ISSN: ['1521-3773', '1433-7851', '0570-0833']
DOI: https://doi.org/10.1002/ange.202209159