Menu
Home
People
Places
Arts
History
Plants & Animals
Science
Life & Culture
Technology
Reference.org
Quaternary carbon
open-in-new
<h2 id="synthesis">Synthesis</h2> <p>The formation of <a href="/facts/Chirality_(chemistry)/p5a9pftB">chiral</a> quaternary <a href="/facts/Stereocenter/t3XGwk1Q">carbon centers</a> has been a synthetic challenge. Chemists have developed asymmetric <a href="/facts/Diels%25E2%2580%2593Alder_reaction/zc6dVpKl">Diels–Alder reactions</a>,<a class="footnote-ref" id="fnref:3" href="#fn:3"><sup>3</sup></a> <a href="/facts/Heck_reaction/I9E7pLUC">Heck reaction</a>, Enyne cyclization, <a href="/facts/Cycloaddition_reaction/Gme6TDFP">cycloaddition reactions</a>,<a class="footnote-ref" id="fnref:4" href="#fn:4"><sup>4</sup></a> <a href="/facts/Carbon%25E2%2580%2593hydrogen_bond_activation/hof7S5MG">C–H activation</a>, <a href="/facts/Allylic_substitution/T9xfF9rV">Allylic substitution</a>,<a class="footnote-ref" id="fnref:5" href="#fn:5"><sup>5</sup></a> <a href="/facts/Pauson%25E2%2580%2593Khand_reaction/B6hSchrb">Pauson–Khand reaction</a>,<a class="footnote-ref" id="fnref:6" href="#fn:6"><sup>6</sup></a> etc. to construct asymmetric quaternary carbon atoms. </p><p>One of the most industrially important compounds containing a quaternary carbon is bis-phenol A (BPA). The central atom is a quaternary carbon. Retrosynthetically, that carbon is the central atom of an acetone molecule before condensation with two equivalents of phenol - <a href="/facts/Bisphenol_A/8AAPhAh0"> BPA Production Process</a> </p> <h2 id="references">References</h2> <ol> <li id="fn:1"><p>Smith, Janice Gorzynski (2011). "Chapter 4 Alkanes". Organic chemistry (3rd ed.). New York, NY: McGraw-Hill. p. 116. ISBN 978-0-07-337562-5. Archived from the original (Book) on 2018-06-28. Retrieved 2018-06-26. <a href="978-0-07-337562-5" target="_blank">978-0-07-337562-5</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li> <li id="fn:2"><p>Hans Peter Latscha, Uli Kazmaier, Helmut Alfons Klein (2016), Organische Chemie: Chemie-Basiswissen II (in German) (7. Auflage ed.), Berlin: Springer Spektrum, p. 40, ISBN 978-3-662-46180-8{{citation}}: CS1 maint: multiple names: authors list (link) <a href="978-3-662-46180-8" target="_blank">978-3-662-46180-8</a> <a href="#fnref:2" class="footnote-back-ref">↩</a></p></li> <li id="fn:3"><p>Nicolaou, K. C.; Vassilikogiannakis, G.; Mägerlein, W.; Kranich, R Angew. Chem. Int. Ed. Volume 2001, Issue 40, Pages 2482–2486 {{DOI: 10.1002/1521-3773(20010702)40:13<2482::AID-ANIE2482>3.0.CO;2-A}} <a href="/wiki/Angew._Chem._Int._Ed." target="_blank">/wiki/Angew._Chem._Int._Ed.</a> <a href="#fnref:3" class="footnote-back-ref">↩</a></p></li> <li id="fn:4"><p>Quasdorf, K.W.; Overman, L. E. Nature Volume 2014, Volume 516, Pages 181 {{doi:10.1038/nature14007}} <a href="/wiki/Nature_(journal)" target="_blank">/wiki/Nature_(journal)</a> <a href="#fnref:4" class="footnote-back-ref">↩</a></p></li> <li id="fn:5"><p>Feng C, Kobayashi Y (2013). "Allylic Substitution for Construction of a Chiral Quaternary Carbon Possessing an Aryl Group". J. Org. Chem. 78 (8): 3755–3766. doi:10.1021/jo400248y. PMID 23496084. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:5" class="footnote-back-ref">↩</a></p></li> <li id="fn:6"><p>Ishizaki, M.; Niimi, Y.; Hoshino, O.; Hara, H.; Takahashi, T. Tetrahedron Volume 2001, Issue 61, Pages 4053–4065 <a href="/wiki/Tetrahedron" target="_blank">/wiki/Tetrahedron</a> <a href="#fnref:6" class="footnote-back-ref">↩</a></p></li> </ol>