211861-30-2

Upstream product

• 211861-24-4 (2R,4R,1'R)-2-(1'-benzyloxy-pent-4'-enyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 
• 211861-23-3 (2R,4R,1'R)-2-(1'-hydroxy-pent-4'-enyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 
• 164530-43-2 Weinreb amide 
• 164530-42-1 (2R,4R)-2-carboxy-4-phenyl-3-tert-butoxycarbonyloxazolidine 
• 927-77-5 n-propylmagnesium bromide 
• 211861-29-9 (2R,4R,1'S)-2-(1'-benzyloxy-4'-oxobutyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 211861-31-3 (2R,4R,1'S)-2-(1-benzyloxy-4-oxoheptyl)-4-phenyloxazolidine-3-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

A new access to enantiopure β-hydroxylated piperidines from N-Boc-2- acyloxazolidines. Application to the synthesis of (-)-desoxoprosopinine and (+)-pseudoconhydrine

The synthesis of (-)-desoxoprosopinine and (+)-pseudoconhydrine were achieved from a common oxazolidine precursor. The three stereocenters present in (-)-desoxoprosopinine as well as the two stereocenters of (+)- pseudoconhydrine were created in highly stereoselective ways. The stereoselectivity observed during the reduction of the ketone moiety in the starting oxazolidine was dependent on the occurrence of a chelated intermediate. The others stereocenters arose from stereoselective reductions or alkylations of intermediate iminium ions.