TADDOL

<p>In <a href="/facts/Organic_chemistry/djxhxaNg">organic chemistry</a>, TADDOL is an acronym for α,α,α',α'-tetraaryl-2,2-disubstituted 1,3-dioxolane-4,5-dimethanol.  These compounds are easily accessed and are often used as <a href="/facts/Chiral_auxiliaries/bn9wa27M">chiral auxiliaries</a>.
</p><p>TADDOLs consist of a <a href="/facts/Dioxolane/E8sfNqTn">dioxolane</a> ring substituted with two mutually transoid diarylhydroxymethyl Ar2COH) groups.  They are derived from d,l-<a href="/facts/Tartaric_acid/GbRWxTz4">tartaric acid</a>, an inexpensive C2-symmetric molecule.  Condensation of dimethyl <a href="/facts/Ester/FoUAIIw4">ester</a> of d,l-tartaric acid with <a href="/facts/Acetone/cVyJxKqw">acetone</a> gives the <a href="/facts/Acetonide/BzJAu5tS">acetonide</a>, a particular kind of dioxalane.  The <a href="/facts/Ester/FoUAIIw4">ester</a> groups are susceptible to reaction with aryl <a href="/facts/Grignard_reagent/0vkLtPo1">Grignard reagents</a>, leading after hydrolysis to the <a href="/facts/Diol/pmaVtfKx">diol</a>.
</p>

TADDOL open-in-new

TADDOL