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2.2.3.2 Hydroboration of Functionalized Ketones Catalyzed by Oxazaborolidines

DOI: 10.1055/sos-SD-202-00017

Zaidlewicz, M.; Pakulski, M. M.Science of Synthesis: Stereoselective Synthesis, (20112102.

α,β-Unsaturated ketones can be cleanly reduced to allylic alcohols by boranes/oxazaborolidines, although uncatalyzed hydroborationoxidation leads to 1,2-diols or saturated alcohols.[‌294‌] α-Substitution is helpful in achieving high chemo- and stereoselectivity.

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References