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Hydrogenation with Diimide

Reduction with Diimide: Mechanism

2D animation of diimide reduction

Reduction with diimide proceeds through a six-center transition state (group transfer) in which a synchronous transfer of both hydrogen atoms to the double bond takes place.

Fig.1

The addition is syn-stereospecific and chemoselective. Double bonds with little steric hindrance are easily reduced . Other reducible functional groups, such as aldehydes, will not be disturbed.

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