186410-32-2

Upstream product

• 100-46-9 benzylamine 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 1666-13-3 diphenyl diselenide 
• 541-41-3 chloroformic acid ethyl ester 
• 144492-44-4 (4R)-benzyliminomethyl-2,2-dimethyloxazolidine-3-carboxylic acid 1,1-dimethylethyl ester 
• 85028-55-3 phenylselanyldiisobutylaluminum 

Relevant academic research and scientific papers

N,Se-Acetals: Preparation and Use in Diastereoselective Radical Reactions

A new facile synthesis of N,S- and N,Se-acetals starting from aldehydes and primary amines is presented (Schemes 3-5). These acetals are used as precursors for stereoselective radical deuteration and allylation reactions (Schemes 6 and 7, Tables 1 and 2). The stereochemical outcome of the reactions depends on the radical trap and the substituents at the N-atom. Deuterations give always anti products with moderate to high selectivities. The allylation reactions give either syn or anti products with low to moderate selectivities. The observed stereoselectivities can be explained with a model based on minimization of A1,3 strain and are controlled by steric and stereoelectronic effects.

N,Se-acetals: Easy preparation and application to radical mediated EPC synthesis

A facile synthesis of N,S- and N,Se-acetals starting from aldehydes and primary amines is presented. These acetals are used as precursors for radical reactions. The stereoselectivity of the reactions depends on the radical trap used.