Epoxides, a,/3-unsaturated

A selective and reactive oxidizing agent. Will epoxidize a,3-unsaturated carbonyl compounds. In epoxidation reactions, there is a strong steric influence directing the facial selectivity ... [Pg.760]

Vinylcopper reagents react with a wide variety of electrophilic reagents such as halogens, alkyl halides, allylic halides, acid chlorides, epoxides, a,(3-unsaturated ketones, and a,p-acetylenic esters with complete retention of the double bond stereochemistry. To enhance the reactivity of vinylcopper intermediates toward carbon electrophiles, the coupling is often carried out in the presence of activators such as HMPT, DMPU, and/or P(OEt)3 (triethylphosphite). Some representative examples of stereospecific... [Pg.370]