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Crossed Aldol Reaction

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    Crossed aldol reaction is a variation of aldol reaction.

    aldol reaction:



    crossed aldol reaction:






    Step 1:  The hydroxide ion deprotanates the enolizable aldehyde reversibly.



    Step 2:  Enolate ion 1 preferentially adds to the non-enolizable aldehyde, which has the sterically less hindered and, therefore, more accessible carbonyl carbon.



    Step 3:  Alkoxide ion 2 is protonated by water.



    see also crossed aldol condensation