3-Phenylprop-2-Enal → 3-Phenylprop-2-En-1-Ol

Participants

Reaction Steps

The reduction of aldehydes and ketones with TBDA to the corresponding alcohol proceeds at rates comparable to those of thexylborane-THF. Cinnamaldehyde may be completely reduced by excess TBDA, but treatment with 1 molar equivalent at 0° C. for 15 minutes produces cinnamyl alcohol (70% yield) as the sole product. Similarly, only the aldehyde group of campholenic aldehyde is reduced to give the corresponding alcohol in 80% isolated yield.

Provenance & Evidence