921936-85-8

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 141874-26-2 N-Boc-(S)-proline chloride 
• 129720-85-0 (S)-1-tert-butyl 2-(cyclohexylcarbamoyl)pyrrolidine-1-carboxylate 
• 108-91-8 cyclohexylamine 
• 95729-83-2 (S)-N-cyclohexyl-pyrrolidine-2-carboxamide 
• 109-64-8 1,3-dibromo-propane 

Relevant academic research and scientific papers

An N,N′-dioxide/In(OTf)3 catalyst for the asymmetric hetero-Diels-Alder reaction between Danishefsky's dienes and aldehydes: Application in the total synthesis of triketide

(Chemical Equation Presented) In-teresting catalyst: An asymmetric hetero Diels-Alder reaction between Danishefsky's dienes and various aldehydes using an N,N′-dioxide/In(OTf)3 complex affords highly substituted chiral dihydropyranones with up

Enantioselective cyanosilylation of α,α-dialkoxy ketones catalyzed by proline-derived in-situ-prepared N-oxide as bifunctional organocatalyst

Bifunctional N,N′-dioxide catalysts have been developed for highly enantioselective cyanosilylation of α,α-dialkoxy ketones. This process, catalyzed by in-situ-prepared proline-derived N,N′-dioxide 2b, produced the corresponding cyanohydrin trimethylsilyl ethers in excellent yields (up to 99%) with high enantioselectivities (up to 93% ee). A reasonable mechanism was proposed according to the observation of the linear effect, 1H NMR spectra, isolated cyanohydrin, and the roles of the NH and N-oxide moieties of the catalyst.

Enantioselective Strecker reaction of phosphinoyl ketoimines catalyzed by in situ prepared chiral N,N′-dioxides

The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by use of in situ prepared chiral N,N′-dioxide catalyst from L-piperidinamide 3f and m-chloroperoxybenzoic acid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained. In particular, in situ prepared catalyst with readily available chiral material made the procedure more convenient. Moreover, the L-piperidinamide 3f-derived N,N′-dioxide 9 could be recycled and reused at least five times without any loss of either catalytic activity or enantioselectivity.

Asymmetric cyanosilylation of aldehydes catalyzed by novel organocatalysts

A novel proline-based N,N′-dioxide, which is easily prepared from inexpensive chemicals, serves as an effective catalyst for enantioselective cyanosilylation of aldehydes in up to 73% ee. Georg Thieme Verlag Stuttgart.