912966-23-5

Upstream product

• 209266-22-8 N-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-4-methyl-benzenesulfonamide 
• 347374-00-9 trans-1-dimethyl(phenyl)silyl-3-dimethy(phenyl)silylpropene 

Downstream Products

• 918107-49-0 (2S,3R,4R,5R)-2-(hydroxymethyl)-4-[dimethyl(phenyl)silyl]-5-{[dimethyl(phenyl)silyl]methyl}-1-tosylpyrrolidin-3-ol 
• 912966-26-8 (2S,3R,4R,5R)-2,5-bis(hydroxymethyl)-1-tosylpyrrolidine-3,4-diol 

Relevant academic research and scientific papers

Total synthesis of (+)-alexine by utilizing a highly stereoselective [3+2] annulation reaction of an TV-tosyl-α-amino aldehyde and a 1,3-bis(silyl)propene

A novel route towards the polyhydroxylated pyrrolizidine alkaloid (+)-alexine has been developed. A key step in this synthesis is a highly stereoselective [3+2] annulation reaction of N-Ts-α-amino aldehyde 7a (Ts=tosyl) and 1,3-bis(silyl)propene 8a for the construction of the polyhydroxylated pyrrolidine subunit of the target molecule. Previous synthetic strategies rely on carbohydrates that require several protecting-group manipulations, there-by making the total number of steps relatively high. The [3+2] annulation strategy compares favorably with carbohydrate-based syntheses and constitutes a highly efficient entry to polyhydroxylated alkaloids.

Synthesis of functionalized pyrrolidines by a highly stereoselective [3+2]-annulation reaction of N-tosyl-α-amino aldehydes and 1,3-bis(silyl)propenes

An efficient protocol for stereoselective construction of densely functionalized pyrrolidines by a [3+2]-annulation reaction of N-tosyl-α-amino aldehydes and 1,3-bis(silyl)propenes is described. This methodology is also applied as a key step in the synthe

Stereoselective synthesis of functionalized pyrrolidines via a [3 + 2]-annulation of N-Ts-α-amino aldehydes and 1,3-bis(silyl)propenes

An efficient protocol for stereoselective synthesis of densely functionalized pyrrolidines by a [3 + 2]-annulation of N-Ts-α-amino aldehydes and 1,3-bis(silyl)propenes is described. Copyright