678975-43-4

Upstream product

• 1041469-72-0 C₁₇H₂₈OSi₂ 
• 586-96-9 Nitrosobenzene 

Downstream Products

• 4829-02-1 2-hydroxy-2-phenylcyclohexanone 
• 790220-75-6 (1R,2S)-1-methyl-2-phenylcyclohexane-1,2-diol 
• 135095-89-5 (1S,2R)-1-phenyl-1,2-cyclohexanediol 
• 4144-62-1 5-benzoylvaleric acid 
• 4829-02-1 (S)-(+)-2-hydroxy-2-phenylcyclohexanone 
• 1444-65-1 (RS)-2-phenylcyclohexanone 

Relevant academic research and scientific papers

Direct Asymmetric α-Hydroxylation of Cyclic α-Branched Ketones through Enol Catalysis

Enantiopure α-hydroxy carbonyl compounds are common scaffolds in natural products and pharmaceuticals. Although indirect approaches towards their synthesis are known, direct asymmetric methodologies are scarce. Herein, we report the first direct asymmetric α-hydroxylation of α-branched ketones through enol catalysis, enabling a facile access to valuable α-keto tertiary alcohols. The transformation, characterized by the use of nitrosobenzene as the oxidant and a new chiral phosphoric acid as the catalyst, delivers a good scope and excellent enantioselectivities.

Enantioselective O-nitroso aldol reaction of silyl enol ethers

(Chemical Equation Presented) New nucleophiles for the O-nitroso aldol reaction in the form of readily prepared disilanyl enol ethers make this transformation more practicaland more versatile. A silver catalyst with a chiral biaryl phosphite ligand promotes the title reaction with high enantio- and regioselectivity (see scheme). R1,R2 = H, Ar; TMS = trimethylsilyl.