110952-69-7

Upstream product

• 17150-62-8 N-benzyl-3-butenylamine 
• 328241-56-1 N-benzyl-N-(but-3-en-1-yl)formamide 
• 1426307-12-1 C₉H₁₈O₃ 
• 116492-51-4 (R)-2-Methyl-4-oxo-butyric acid tert-butyl ester 
• 1426307-27-8 C₁₆H₂₅NO₂ 
• 1426307-23-4 C₉H₁₈O₃ 
• 1426307-29-0 C₁₆H₂₄O₃ 
• 606494-51-3 4-(benzyloxy)-2-methylbutanoic acid 
• 1679-47-6 3-methyltetrahydro-2-furanone 

Downstream Products

• 69498-26-6 (S)-1-benzyl-3-methylpyrrolidine 

Relevant academic research and scientific papers

Carbonylative C-C bond activation of aminocyclopropanes using a temporary directing group strategy

Temporary directing groups (TDGs) underpin a range of C-C bond activation methodologies; however, the use of TDGs for the regiocontrolled activation of cyclopropane C-C bonds is underdeveloped. In this report, we show how an unusual ring contraction process can be harnessed for TDG-based carbonylative C-C bond activations of cyclopropanes. The method involves the transient installation of an isocyanate-derived TDG, rather than relying on carbonyl condensation events as used in previous TDG-enabled C-C bond activations.

Diaminophosphine oxide ligand enabled asymmetric nickel-catalyzed hydrocarbamoylations of alkenes

Chiral trivalent phosphorus species are the dominant class of ligands and the key controlling element in asymmetric homogeneous transition-metal catalysis. Here, novel chiral diaminophosphine oxide ligands are described. The arising catalyst system with nickel(0) and trimethylaluminum efficiently activates formamide C-H bonds under mild conditions providing pyrrolidones via intramolecular hydrocarbamoylation in a highly enantioselective manner with as little as 0.25% mol catalyst loading. Mechanistically, the secondary phosphine oxides behave as bridging ligands for the nickel center and the Lewis acidic organoaluminum center to give a heterobimetallic catalyst with superior reactivity.

Facile synthesis of versatile enantioenriched α-substituted hydroxy esters through a Bronsted acid catalyzed kinetic resolution

An efficient synthesis of enantioenriched α-substituted γ-hydroxy esters via a kinetic resolution event is described. Bulky racemic esters in the presence of a chiral Bronsted acid selectively lactonize to yield a recoverable enantioenriched hydroxy ester and lactone. These esters are highly versatile building blocks that can readily be converted to synthetically useful materials.

Kinetic resolution in the oxidation of iminium ion to lactam catalysed by aldehyde oxidase.

A rabbit liver enzyme preparation oxidised racemic iminium ions 1 and 2 to optically active lactams 3 and 4 with enantiomer ratios ER/S = 5.5 and 0.14, respectively.