Electrophile-induced ether transfer: A new approach to polyketide structural units
A strategically novel approach to the formation of syn-1,3-diol mono- and diethers through electrophilic activation of homoallylic alkoxymethyl ethers has been developed. The resulting polyketide-like synthetic fragments are generated in good yield and with excellent stereocontrol. A chairlike transition state is proposed to account for the high stereoselectivity. Varying the conditions of the reaction workup results in the efficient generation of mono- and diether containing structural units common to polyketide natural products. © 2006 American Chemical Society.
Publication Source (Journal or Book title)
Liu, K., Taylor, R., & Kartika, R. (2006). Electrophile-induced ether transfer: A new approach to polyketide structural units. Organic Letters, 8 (23), 5393-5395. https://doi.org/10.1021/ol0623318