UncategorizedMitsunobu Reaction – Procedure, Mechanism, Advantages and FAQs

Mitsunobu Reaction – Procedure, Mechanism, Advantages and FAQs

Mitsunobu ; Mechanism of Mitsunobu Reaction ;

The Mitsunobu reaction is a type of organic reaction named after the chemist Mitsunobu Takahashi who first reported it in 1976. The reaction is a type of alkylation in which an organolithium or Grignard reagent reacts with an aldehyde or ketone to form an alkene. The reaction mechanism involves the formation of a new carbon-carbon bond by the addition of the organolithium or Grignard reagent to the carbonyl group. Mitsunobu Reaction – Procedure.

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    Mitsunobu Reaction – Procedure, Mechanism, Advantages and FAQs

    Mitsunobu Reaction Procedure

    The Mitsunobu reaction is a synthetic organic reaction that uses an organolithium reagent to convert an aldehyde or ketone to an ester. The reaction proceeds through the formation of an enolate, which is then attacked by the organolithium reagent. The resulting product is a tertiary alcohol.

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    Mitsunobu Reaction Conditions

    The Mitsunobu reaction is a versatile carbon-carbon bond-forming reaction that employs an organolithium reagent to activate an alcohol and a carbon-halide.

    Mitsunobu Reaction Mechanism

    This leads to the formation of a new carbon-carbon bond and the expulsion of a halide ion.

    Intramolecular Mitsunobu Reaction

    The mechanism of the reaction is a nucleophilic addition of the amine to the carbonyl group, followed by an elimination of the leaving group.

     

    Driving Force of the Mitsunobu Reaction

    The driving force of the Mitsunobu reaction is the combination of an electrophilic and a nucleophilic species to form a new bond. The electrophilic species is typically an aldehyde or ketone, while the nucleophilic species is typically an alcohol or thiol. This combination of species results in the formation of a new bond between the carbon atom of the aldehyde or ketone and the oxygen atom of the alcohol or thiol.

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