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Reactions of Epoxides with Grignard and Organolithium Reagents

Reactions of Epoxides with Grignard and Organolithium Reagents [Pg.652]

Like other strong nucleophiles, Grignard and organolithium reagents attack epoxides to give (after hydrolysis) ring-opened alcohols. [Pg.652]

For example, ethylmagnesium bromide reacts with oxirane (ethylene oxide) to form the magnesium salt of 1 -butanol. [Pg.652]

Substituted epoxides can be used in this reaction, with the carbanion attacking the less hindered epoxide carbon atom. This reaction works best if one of the oxirane carbons [Pg.652]

Give the expected products of the following reactions. Include a hydrolysis step where necessary. [Pg.653]


Mechanism 14-4 Base-Catalyzed Opening of Epoxides 653 14-14 Orientation of Epoxide Ring Opening 654 14-15 Reactions of Epoxides with Grignard and Organolithium Reagents 656 14-16 Epoxy Resins The Advent of Modern Glues 656 Summary Reactions of Epoxides 658 EssentialTerms 660 Study Problems 662... [Pg.13]




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And Grignard reactions

And Grignard reagents

And organolithium reagents

Epoxidation Grignard reagents

Epoxidation reactions, with

Epoxidation reagents

Epoxide reaction

Epoxide with Grignard

Epoxides Grignard reactions

Epoxides Grignard reagents

Epoxides reaction with Grignard reagents

Epoxides reactions

Epoxides with Grignard reagents

Grignard and Organolithium Reagents

Grignard reaction with epoxides

Grignard reagent epoxide

Grignard reagents reactions

Of Grignard reagents

Of epoxidation reactions

Of organolithium reagents

Organolithium reaction

Organolithium reagents

Organolithium reagents epoxides

Organolithium reagents reaction

Organolithium reagents reaction with epoxides

Organolithium reagents with epoxides

Organolithiums reagents

Reaction of epoxidations

Reaction with Grignard and organolithium

Reaction with Grignard and organolithium reagents

Reaction with Grignard reagents

Reaction with epoxides

Reaction with organolithium

Reaction with organolithium reagents

Reactions epoxidation

Reactions of epoxides

With Grignard Reagents

With epoxides

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