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    The correct sequence of reactions involved in the following transformation is
    Question

    The correct sequence of reactions involved in the following transformation is

    A.

    aldol condensation, Michael addition, aldol reaction

    B.

    aldol condensation, aldol reaction, Michael addition

    C.

    Michael addition, aldol condensation, aldol reaction

    D.

    aldol condensation, Michael addition, Michael addition

    Correct option is A

    ​An aldol condensation is a condensation reaction in organic chemistry in which two carbonyl moieties (of aldehydes or ketones) react to form a β-hydroxyaldehyde or β-hydroxyketone (an aldol reaction), and this is then followed by dehydration to give a conjugated enone. The overall reaction equation is as follows (where the Rs can be H)

    ​The mechanism for base-catalyzed aldol condensation can be seen in the image below.

    ​The process begins when a free hydroxide (strong base) strips the highly acidic proton at the alpha carbon of the aldehyde. This deprotonation causes the electrons from the C–H bond to shift and create a new C–C pi bond. The new pi bond then acts as a nucleophile and attacks the remaining aldehyde in the solution, resulting in the formation of a new C–C bond and regeneration of the base catalyst. In the second part of the reaction, the presence of base leads to elimination of water and formation of a new C–C pi bond. The product is referred to as the aldol condensation product.

    In organic chemistry, the Michael reaction or Michael 1,4 addition is a reaction between a Michael donor (an enolate or other nucleophile) and a Michael acceptor (usually an α,β-unsaturated carbonyl) to produce a Michael adduct by creating a carbon-carbon bond at the acceptor's β-carbon. It belongs to the larger class of conjugate additions and is widely used for the mild formation of carbon–carbon bonds.

    ​In this general Michael addition scheme, either or both of R and R' on the nucleophile (the Michael donor) represent electron-withdrawing substituents such as acyl, cyano, nitro, or sulfone groups, which make the adjacent methylene hydrogen acidic enough to form a carbanion when reacted with the base, B:. For the alkene (the Michael acceptor), the R" substituent is usually a carbonyl, which makes the compound an α,β-unsaturated carbonyl compound (either an enone or an enal), or R" may be any electron withdrawing group.

    ​In the reaction mechanism, there is 1 as the nucleophile:

    ​Deprotonation of 1 by a base leads to carbanion 2, stabilized by its electron-withdrawing groups. Structures 2a to 2c are three resonance structures that can be drawn for this species, two of which have enolate ions. This nucleophile reacts with the electrophilic alkene 3 to form 4 in a conjugate addition reaction. Finally, enolate 4 abstracts a proton from protonated base (or solvent) to produce 5.

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