1373154-77-8Relevant articles and documents
Biomimetic catalytic enantioselective decarboxylative aldol reaction of β-ketoacids with trifluoromethyl ketones
Zheng, Yan,Xiong, Heng-Ying,Nie, Jing,Hua, Ming-Qing,Ma, Jun-An
, p. 4308 - 4310 (2012)
We disclose an organocatalyzed enantioselective decarboxylative ketone aldol reaction of β-ketoacids with trifluoromethyl ketones in the presence of biscinchona alkaloid (DHQD)2AQN, affording chiral tertiary alcohols in up to 98% yield and 90% ee. The Royal Society of Chemistry 2012.
Catalytic Enantioselective Direct Aldol Addition of Aryl Ketones to α-Fluorinated Ketones
Barber, David M.,Dixon, Darren J.,Thomson, Connor J.
supporting information, p. 5359 - 5364 (2020/02/28)
The catalytic enantioselective synthesis of α-fluorinated chiral tertiary alcohols from (hetero)aryl methyl ketones is described. The use of a bifunctional iminophosphorane (BIMP) superbase was found to facilitate direct aldol addition by providing the strong Br?nsted basicity required for rapid aryl enolate formation. The new synthetic protocol is easy to perform and tolerates a broad range of functionalities and heterocycles with high enantioselectivity (up to >99:1 e.r.). Multi-gram scalability has been demonstrated along with catalyst recovery and recycling. 1H NMR studies identified a 1400-fold rate enhancement under BIMP catalysis, compared to the prior state-of-the-art catalytic system. The utility of the aldol products has been highlighted with the synthesis of various enantioenriched building blocks and heterocycles, including 1,3-aminoalcohol, 1,3-diol, oxetane, and isoxazoline derivatives.
PRODUCTION METHOD OF OPTICALLY ACTIVE β-HYDROXYKETONE COMPOUND
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Paragraph 0043, (2016/10/09)
PROBLEM TO BE SOLVED: To provide a new method for producing an optically active β-hydroxyketone compound. SOLUTION: A production method of an optically active compound represented by formula (4) is provided, which comprises allowing a compound represented