819852-45-4

Upstream product

• 438497-31-5 di-[2-methoxy-6-[(1S)-1-(methylthio)ethyl]phenyl]diselenide 

Downstream Products

• 438497-46-2 C₁₁H₁₃F₃O₄S₂Se 
• 690257-96-6 (2S,3E)-4-(4-bromophenyl)-3-buten-2-ol 
• 819852-54-5 (2R,3S,4R)-4-(4-chlorophenyl)-4-methoxy-3-(2-methoxy-6-[(1S)-1-(methylsulfanyl)ethyl]phenylselanyl)butan-2-ol 
• 200720-81-6 (E)-(S)-4-(4-chlorophenyl)but-3-en-2-ol 
• 331866-60-5 (2R,3E)-4-(4-chlorophenyl)-3-buten-2-ol 

Relevant academic research and scientific papers

Kinetic resolution of allylic alcohols promoted by electrophilic selenium reagents

The first example of a kinetic resolution process promoted by an electrophilic selenium reagent is reported. Racemic allylic alcohols react with half equivalents of a selenenylating agent in methanol leading to the regiospecific formation of the corresponding addition products with a very high level of facial selectivity (98% de). The unreacted alcohol can be recovered in a optically enriched form (92% ee). Copyright Taylor & Francis Inc.

A chiral electrophilic selenium reagent to promote the kinetic resolution of racemic allylic alcohols

(Chemical Equation Presented) The first example of a kinetic resolution process promoted by electrophilic selenium reagents is reported. Racemic allylic alcohols react with half equivalents of a selenenylating agent in methanol leading to the regiospecific formation of the corresponding addition products with a very high level of facial selectivity (from 95:5 to 98:2 dr). The unreacted alcohols can be recovered in an optically enriched form (from 90 to 94% ee).