3,3-Diethoxypropyl-lithium is prepared by lithiation of the corresponding chlorinated precursor with lithium naphthalenide at –78 °C; the reaction of this masked propanal homoenolate with different electrophilic reagents [H2O, D2O, (PhCH2)2S2, n-C3H7CHO, PhCHO, n-C7H15CHO, PhCH![[double bond, length half m-dash]](https://www.rsc.org/images/entities/char_e006.gif)
NPh] leads to the corresponding mono- and bi-functionalized compounds.
J. Barluenga, C. Rubiera, J. R. Fernández and M. Yus, J. Chem. Soc., Chem. Commun., 1987, 425 DOI: 10.1039/C39870000425
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