88141-34-8

Upstream product

• 25862-09-3 phenylmethyl selenoxide 
• 60933-63-3 (1S)-10-camphorsulfonamide 
• 72597-34-3 (+/-)-10-Camphorsulfonamide 
• 82679-82-1 N-(2-chloro-5-nitrobenzylidene)-d-10-camphorsulfonamide 
• 4346-64-9 selenoanisole 
• 81310-08-9 (-)-(S,S)-3-(2-Chloro-5-nitrophenyl)-2-(d-2-oxo-10-bornylsulfonyl)oxaziridine 
• 81369-89-3 (R,R)-(+)-2-(d-10-camphorsulfonyl)-3-(2-chloro-5-nitrophenyl)oxaziridine 

Relevant academic research and scientific papers

ASYMMETRIC OXIDATION OF ACHIRAL SELENIDES TO OPTICALLY ACTIVE SELENOXIDES. STEREOCHEMISTRY OF THE ALLYL SELENOXIDE-SELENENATE SIGMATROPIC REARRANGEMENT

Asymmetric oxidation of methyl phenyl selenide (3), under anhydrous conditions, by chiral 2-sulfonyloxaziridines, 1-2, give optically active methyl phenyl selenoxide (8.1-9.3percent ee).The stereochemistry of the selenoxide is determined by the configuration of the oxaziridine three membered ring with nonbonded steric interactions responsible for the chiral recognition.Asymmetric oxidation of E-phenyl cinnamyl selenide (7) by 1-2 affords optically active 1-phenylallyl alcohol (9).A concerted sigmatropic rearrangement via an exo transition state is proposed.

FIRST SYNTHESIS OF SIMPLE OPTICALLY ACTIVE SELENOXIDES

Simple optically active selenoxides (5-11 percente.e.) were prepared using a kinetic resolution procedure and were demonstrated to be configurationally unstable as a result of acid catalyzed achiral hydrate formation.