899429-26-6

Upstream product

• 108052-76-2 4-(bromomethyl)benzoic acid 1,1-dimethylethyl ester 
• 2812-46-6 proline tert-butyl ester 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 16881-39-3 (S)-2-tert-butyl-1-benzylpyrrolidine-1,2-dicarboxylate 

Downstream Products

• 899429-34-6 2-(4-tert-butoxycarbonyl-benzyl)-1-methyl-pyrrolidine-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Asymmetric Sommelet-Hauser rearrangement of N-benzylic ammonium salts

(Chemical Equation Presented) [2,3] over [1,2]: The asymmetric Sommelet-Hauser rearrangement of an ammonium salt derived from N-benzylic proline-derived or N-benzylic glycine (-)-8-phenylmenthol ester is shown to proceed with remarkably high levels of stereoselectivity. The method provides unique and efficient access to optically active α-aryl amino acid derivatives.

Asymmetric [1,2] Stevens rearrangement of (S)-N-benzylic proline-derived ammonium salts under biphasic conditions

The Stevens rearrangement of (S)-N-benzylic proline-derived ammonium salt with cesium hydroxide in 1,2-dichloroethane is shown to proceed with a high degree of the N-to-C chirality transmission to afford the α-substituted proline derivatives in high enantio-purities. Copyright