67366-52-3

Upstream product

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 73210-14-7 N-chloro-N-sodio-tert-butylcarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 102565-20-8 (R*,S*)-2-azido-1,2-diphenylethanol 
• 4248-19-5 tert-butyl carbazate 

Downstream Products

• 39664-87-4 dl-threo-1,2-diphenyl-2-hydroxethylamine 
• 105748-30-9 C₄₅H₃₁NO₃ 

Relevant academic research and scientific papers

From vicinal azido alcohols to Boc-amino alcohols or oxazolidinones, with trimethylphosphine and Boc2O or CO2

A practical solution to the problem of converting directly 1,2-azido alcohols to Boc-amino alcohols, without recourse to catalytic hydrogenation, involves the use of Me3P/Boc2O in THF (or CH2Cl2) and aqueous NaOH at rt (90-98% yields). The same azido alcohols can be converted in one-pot to the corresponding oxazolidinones with Boc2O/DMAP/Me3P or even better with CO2 and Me3P under basic catalysis (91-96% yields).

SYNTHESES ASYMETRIQUES ET SYNTHESES ASYMETRIQUES POTENTIELLES D' α-AMINO ALCOOLS: HYDROXYAMINATION D' OLEFINES PAR LA METHODE DE SHARPLESS.

Optically active α-amino alcohols have been synthesized by Sharpless' method with (-)-10,11-dihydroquinine 2 and (R)-(-)-pantolactone 8 as chiral inducers.Five secondary (dl) alcohols : 3,4,5,6,7 and (dl) 2-hydroxyheptahelicene 1 have also been used to prepare the intermediate diastereomeric (dl) α-hydroxy carbamates 9.The highest inductions were obtained with (-)-10,11-dihydroquinine and (E)-stilbene (e.e. >/=98percent and with (dl) 2-hydroxyheptahelicene and (E)-stilbene (d.e. >/=98percent).