“…Although photocatalysis opens up a new window for carbonyl chemistry, visible light-induced catalytic asymmetric transformations remain elusive and pose a formidable challenge. 26 In 2022, Feng and coworkers reported an excellent enantioselective radical photoaddition to ketones through a Lewis acid-enabled photoredox catalysis, giving various enantioenriched aza-heterocycle-based tertiary alcohols in good to excellent yields and enantioselectivities (Scheme 17). 27 Diverse experimental and computational evidence proved that the key to success is the binding of a chiral Lewis acid with a ketone to result in the formation of a temporary photocatalyst, which could not only facilitate SET to generate a nucleophilic radical species under visible light excitation but also perform enantiocontrolled radical addition to the ketone.…”
Section: Asymmetric 12-addition Of Carbon Nucleophiles To Ketonesmentioning
Compounds bearing oxa-quaternary carbon centers, such as chiral tertiary alcohols, ethers, esters, and acetals are widely found in a number of bioactive compounds, natural products, agrochemicals and drugs. Besides, they...
“…Although photocatalysis opens up a new window for carbonyl chemistry, visible light-induced catalytic asymmetric transformations remain elusive and pose a formidable challenge. 26 In 2022, Feng and coworkers reported an excellent enantioselective radical photoaddition to ketones through a Lewis acid-enabled photoredox catalysis, giving various enantioenriched aza-heterocycle-based tertiary alcohols in good to excellent yields and enantioselectivities (Scheme 17). 27 Diverse experimental and computational evidence proved that the key to success is the binding of a chiral Lewis acid with a ketone to result in the formation of a temporary photocatalyst, which could not only facilitate SET to generate a nucleophilic radical species under visible light excitation but also perform enantiocontrolled radical addition to the ketone.…”
Section: Asymmetric 12-addition Of Carbon Nucleophiles To Ketonesmentioning
Compounds bearing oxa-quaternary carbon centers, such as chiral tertiary alcohols, ethers, esters, and acetals are widely found in a number of bioactive compounds, natural products, agrochemicals and drugs. Besides, they...
“…This comprehensive review will provide an overview of recent advances in photoinduced asymmetric transformations of carbonyl compounds for the synthesis of chiral alcohols, mainly including two modes (Figure 3). One is the use of single catalyst regime, which means serving as dual‐functional chiral catalysts for photocatalytic process and enantiocontrol [41] . The other is the synergistic catalysis which utilizes a chiral catalyst to control stereoselectivity and additional photosensitizer to promote photoredox process [8,42–43] …”
Section: Introductionmentioning
confidence: 99%
“…One is the use of single catalyst regime, which means serving as dual-functional chiral catalysts for photocatalytic process and enantiocontrol. [41] The other is the synergistic catalysis which utilizes a chiral catalyst to control stereoselectivity and additional photosensitizer to promote photoredox process. [8,[42][43]…”
Visible light‐induced photocatalysis has been widely investigated, which offers exciting opportunities to build new catalytic platforms that are unattainable under ground state conditions. Asymmetric photocatalysis has been a longstanding challenge due to the high reactivity of photogenerated intermediates leading to strong background reaction. Carbonyl group is an important fundamental scaffold in organic synthesis. The photocatalytic asymmetric transformations of carbonyl compounds for synthesizing enantioenriched secondary and tertiary alcohols are of significant value but remain problematic. Even so, a series of intriguing works concerning this topic have been reported in recent year. This review summarizes the advances in this area, mainly dividing into single and synergetic catalyst systems, and the mechanism of each reaction is discussed.
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