158807-41-1

Upstream product

• 138611-25-3 (2R,3R)-3-(α-phenylbenzylamino)-1,2-hexanediol 
• 138826-22-9 Methanesulfonic acid (2S,3R)-1-benzhydryl-3-propyl-aziridin-2-ylmethyl ester 
• 158807-39-7 (R)-4-[(R)-1-(Benzhydryl-amino)-butyl]-[1,3]dioxolane-2-thione 

Relevant academic research and scientific papers

Conversion of Aziridinemethanol Sulfonate Esters to Allylic Amines via Tellurium Chemistry

Sulfonate esters of aziridinemethanols are converted to allylic amines by treatment with telluride ion obtained by reduction of elemental tellurium. In the course of the reaction, tellurium(0) is reformed and may be reused, thus removing the need to dispose of a key reagent. The telluride reaction yields optically active allylic amines from optically active aziridinemethanols. In contrast to many ring-openings of aziridines by nucleophiles, activation by an electron-withdrawing substituent on nitrogen is not necessary and is even detrimental.

A Concise Enantioselective Synthesis of Allylamines and N-Boc-β-Amino Acids

A new and efficient enantioselective synthesis of allylamines and N-Boc-β-amino acids has been developed.Starting from enantiomerically enriched N-diphenylmethyl-3-amino-1,2-diols, allylamines are easily obtained by a Corey-Hopkins deoxygenative protocol.After a change in the nitrogen protecting group, the resulting N-Boc allylamines are converted into β-amino acids by hydroboration with 9-BBN followed by oxidation with PDC in DMF.