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Crossed Aldol Reaction

  • Page ID
    39391
  • Crossed aldol reaction is a variation of aldol reaction.

    aldol reaction:

    crossed aldol reaction:

    eg:

    Mechanism:
    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