248273-47-4

Upstream product

• 190430-55-8 (1'S,2R,4R)-2-[(tert-butyldimethylsilanyloxy)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methyl]-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 266345-92-0 (1'S,2'R,5R)-5-[1-(tert-butyldimethylsilanyloxy)-2,3-dihydroxypropyl]-1-(tert-butyloxycarbonyl)pyrrolidin-2-one 
• 248273-43-0 (1'S,2'R,5R)-5-[1,2,3-tris-(tert-butyldimethylsilanyloxy)propyl]-1-(tert-butoxycarbonyl)pyrrolidin-2-one 
• 305384-26-3 (1'S,2'R,5R)-5-[1,2-bis-(tert-butyldimethylsilanyloxy)-3-hydroxypropyl]-1-(tert-butoxycarbonyl)pyrrolidin-2-one 
• 248273-45-2 (1S,2S,3R,4S,5R)-3,4-bis-(tert-butyldimethylsilanyloxy)-6-(tert-butoxycarbonyl)-2-hydroxy-6-azabicyclo[3.2.1]octan-7-one 
• 305384-25-2 (1'S,2'R,5R)-5-[1,2,3-tris-(tert-butyldimethylsilanyloxy)propyl]pyrrolidin-2-one 
• 248273-44-1 (2S,2'R,3S)-2,3-bis-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butoxycarbonyl)-(5-oxopyrrolidin-2-yl)]propionaldehyde 
• 141293-15-4 (1'S,2R,4''R)-2-[(2,2-dimethyl-[1,3]dioxolan-4-yl)hydroxymethyl]-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylic acid tert-butyl ester 
• 248273-46-3 (1S,2S,3R,4S,5R)-3,4-bis-(tert-butyldimethylsilanyloxy)-6-(tert-butoxycarbonyl)-2-(triethylsilanyloxy)-6-azabicyclo[3.2.1]octan-7-one 

Relevant academic research and scientific papers

Variable strategy toward carbasugars and relatives as illustrated by diastereoselective synthesis of 1-deoxy-1-amino-pseudo-β-d-gulopyranose (alias 1,2,4-tri-epi-validamine)

(Matrix presented) A quick arrival at chiral nonracemic cyclohexanoids is provided, which incorporates useful variability for large product diversity. Central to the construction is the exploitation of the dual nucleophilic character of an easily accessib

Variable strategy toward carbasugars and relatives. 1. Stereocontrolled synthesis of pseudo-β-D-gulopyranose, pseudo-β-D-xylofuranose, (Pseudo-β-D-gulopyranosyl)amine, and (pseudo-β-D-xylofuranosyl)amine

Four novel, chiral nonracemic carbasugars have been synthesized from 1,2-O-isopropylidene-D-glyceraldehyde. Furan- and pyrrole-based 2-silyloxy dienesmimics of the α,γ-dianions of γ-hydroxy- and γ-aminobutanoic acid, respectivelynicely served to complete the syntheses of two all-oxygen compounds, pseudo-β-D-gulopyranose and pseudo-β-D-xylofuranose, and two 'anomeric' amino derivatives, (pseudo-β-D-gulopyranosyl)amine (1,2,4-tri-epi-validamine) and (pseudo-β-D-xylofuranosyl)amine. Two sequential, highly diastereoselective carboncarbon bond-forming maneuvers, i.e., a vinylogous crossed aldol addition and an intramolecular aldolization, proved central to these constructions. The fact that readily available heterocyclic diene scaffolds can be employed in the assembly of a varied repertoire of carbasugars and analogues widens the prospects of dienoxy silane chemistry.