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Catal. Sci. Technol., 2017, 7,2857-2864 DOI: 10.1039/C7CY00832E, Paper
Manoranjan Kumar, Vinod Bhatt, Onkar S. Nayal, Sushila Sharma, Vishal Kumar, Maheshwar S. Thakur, Neeraj Kumar, Rajaram Bal, Bikram Singh, Upendra Sharma Herein, copper iodide nanoparticles (NPs) are reported for the reductive amination of carbonyl compounds for the first time.
bAcademy of Scientific and Innovative Research, Anusandhan Bhawan, 2 Rafi Marg, New Delhi-110001, India
cState Key Laboratory of Elemento-Organic Chemistry, Nankai University, Weijin Road 300 071, Tianjin, China
dRefining Technology Division, CSIR-Indian Institute of Petrolium, Dehradun, India E-mail:email@example.com
Herein, copper iodide nanoparticles (NPs) are reported for the reductive amination of carbonyl compounds for the first time. The generated NPs were characterized by TEM, EDX, XRD and XPS analyses. The XRD patterns, XPS, and EDX analysis confirmed that the resulting NPs were CuI instead of Cu. The TEM images of CuI exhibited the size of monodispersed spherical NPs in the range of 4 ± 2 nm. These generated NPs can be used as versatile heterogeneous catalysts for important organic transformations. As a proof of concept, CuI NPs were successfully applied as heterogeneous catalysts for the synthesis of secondary amines, amides and triazoles. CuI NPs can be easily recovered and recycled up to six times.
PhD Candidate in the Stahl Lab at University of Wisconsin-Madison
Prof. Shannon S. Stahl
Department of Chemistry University of Wisconsin-Madison 1101 University Avenue Madison , Wisconsin 53706 Tel: (608) 265-6288 Fax: (608) 262-6143 firstname.lastname@example.org Room 6132a Chemistry
Heterogeneous catalytic aerobic oxidation methods represent a near-ideal approach for the conversion of primary alcohols to carboxylic acids. Here, we report that a heterogeneous catalyst composed of Pd, Bi, and Te supported on activated carbon is highly effective for the oxidation of diverse benzylic and aliphatic primary alcohols, including 5-(hydroxymethyl)furfural (HMF) and substrates bearing heterocycles and other important functional groups. In many cases, the desired carboxylic acid product is obtained in >90% yield. Additionally, the catalyst has been demonstrated in a continuous-flow packed-bed reactor for the oxidation of benzyl alcohol, achieving near-quantitative yield while undergoing over 30 000 turnovers.
t-Butyl-6-cyano-(3R,5R)-dihydroxyhexanoate is an advanced chiral precursor for the synthesis of the side chain pharmacophore of cholesterol-lowering drug atorvastatin. Herein, a robust carbonyl reductase (LbCR) was newly identified from Lactobacillus brevis, which displays high activity and excellent diastereoselectivity toward bulky t-butyl 6-cyano-(5R)-hydroxy-3-oxo-hexanoate (7). The engineered Escherichia coli cells harboring LbCR and glucose dehydrogenase (for cofactor regeneration) were employed as biocatalysts for the asymmetric reduction of substrate 7. As a result, as much as 300 g L–1 of water-insoluble substrate was completely converted to the corresponding chiral diol with >99.5% de in a space–time yield of 351 g L–1 d–1, indicating a great potential of LbCR for practical synthesis of the very bulky and bi-chiral 3,5-dihydroxy carboxylate side chain of best-selling statin drugs.
Identification of a Robust Carbonyl Reductase for Diastereoselectively Building syn-3,5-Dihydroxy Hexanoate: a Bulky Side Chain of Atorvastatin
† State Key Laboratory of Bioreactor Engineering, Shanghai Collaborative Innovation Center for Biomanufacturing, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China
‡ School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, Guangxi, P. R. China
§ Guangxi Key Laboratory of Biorefinery, Guangxi Academy of Sciences, Nanning 530003, Guangxi, P. R. China