Nucleophilic attack by hydride


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Hydride addition to a carbonyl group can be achieved with compounds containing nucleophilic hydrogen atoms, and is known as a reduction reaction. One such compound is sodium borohydride. The reaction involves the carbonyl group behaving as the electrophile, and a pair of electrons from one of the B-H bonds being transferred to the carbon atom of the C=O group. The reaction can be regarded as a ‘hydride transfer’.

D. C. Wigfield, Tetrahedron, 1979, 35, 449–462.

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