Abstract
A systematic study of hydroxyalkynes and their derivatives showed that the presence and position of the oxygen functionality can influence the regioselectivity of their Pd(0)-catalyzed and free radical hydrostannations. Regioselectivity is influenced by functional group proximity, sterics, and the nature of the substituent (hydroxyl, ether, or ester). Information provided herein may be useful when deciding which methodology and/or protective group strategy to employ when forming vinylstannanes.
Keywords
alkynes - hydrostannations - neighboring-group effects - palladium - regioselectivity
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