Saturday, September 8, 2018

organic chemistry - Does the addition of base to 3-pentanone give the cis or trans enolate?


I've spent several hours searching the WWW with entries like "stereoselective enolate formation" and similar ones, but I find almost only entries for Li-amide bases (LDA, LMTP) and no other bases like t-BuO, NMe3, NaH, n-BuLi concerning the stereoselectivity.


I'd like to know if the addition of these four bases to 3-pentanone all results with preference in the cis or trans enolate (and if possible with an explanation why).




Related: Stereoselective enolate formation with different bases: Does the addition of a base NR3 to a ketone affords the cis or the trans enolate?




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periodic trends - Comparing radii in lithium, beryllium, magnesium, aluminium and sodium ions

Apparently the of last four, $\ce{Mg^2+}$ is closest in radius to $\ce{Li+}$. Is this true, and if so, why would a whole larger shell ($\ce{...