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Title: Nucleophilic β-carbon activation of propionic acid as a 3-carbon synthon by carbene organocatalysis
Authors: Chi, Robin Yonggui
Jin, Zhichao
Jiang, Ke
Fu, Zhenqian
Torres, Jaume
Zheng, Pengcheng
Yang, Song
Song, Bao-An
Keywords: DRNTU::Science::Chemistry::Organic chemistry
Issue Date: 2015
Source: Jin, Z., Jiang, K., Fu, Z., Torres, J., Zheng, P., Yang, S., et al. (2015). Nucleophilic β-carbon activation of propionic acid as a 3-carbon synthon by carbene organocatalysis. Chemistry - a European journal, 21(26), 9360-9363.
Series/Report no.: Chemistry - a European journal
Abstract: Direct β-carbon activation of propionic acid (C2H5CO2H) by carbene organocatalysis has been developed. This activation affords the smallest azolium homoenolate intermediate (without any substituent) as a 3-carbon nucleophile for enantioselective reactions. Propionic acid is an excellent raw material because it is cheap, stable, and safe. This approach provides a much better solution to azolium homoenolate synthesis than the previously established use of acrolein (enal without any substituent), which is expensive, unstable, and toxic.
ISSN: 0947-6539
DOI: 10.1002/chem.201501481
Rights: © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
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