1268248-87-8Relevant articles and documents
General and highly α-regioselective zinc-mediated prenylation of aldehydes and ketones
Zhao, Li-Ming,Jin, Hai-Shan,Wan, Li-Jing,Zhang, Li-Ming
, p. 1831 - 1837 (2011)
A simple, efficient, and general R-prenylation approach for the synthesis of a variety of R-prenylated alcohols has been successfully developed. A wide range of R-prenylated alcohol derivatives could be obtained in good yields by highly R-regioselective zinc-mediated prenylation of various aldehydes and ketones with prenyl bromide at 120 °C in HMPA. By simply altering the reaciton solvent and temperature, the method allows the achievement of a highly notable opposite regiocontrol, providing the expected regiochemical product. The method provides a convenient route for the direct α-prenylation of carbonyl compounds in a highly R-regioselective manner using a cheap and convenient mediator. Two possible pathways are proposed to account for the formation of these synthetically difficult-toobtain molecules.