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Full mechanism for the synthesis of diacetone mannose from D-mannose, ferric chloride and excess acetone

Full mechanism for the synthesis of diacetone mannose from D-mannose, ferric chloride and excess acetone
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Answer #1

Drawn below is a possible mechanism for the formation of diacetone mannose starting with D-mannose. The first step is FeCl3 (Lewis acid) forms a bond with a molecule of acetone to generate a more electrophilic carbon center. The mannose Oh then acts as nucelophile and attacks this carbonyl carbon center. The process is repeated to form mon-acetone mannose and then a diacetone mannose derrivative.

HO HO OH OH Fecla HO OH HO OH D-mannose HO HO OH OH OH FeCl FeclHO HO OH OH OH OH HO OH HO OH Fecla acetone repeat steps OH p

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