The Auwers synthesis is a series of organic reactions forming a flavonol from a coumarone. This reaction was first reported by Karl von Auwers in 1908.[1][2][3][4][5]
The Auwers synthesis
The first step in this procedure is an acid catalyzed aldol condensation between benzaldehyde and a 3-cyclooxapentanone to an o-hydroxychalcone. Bromination of the alkene group gives a dibromo-adduct which rearranges to the flavonol by reaction with potassium hydroxide.
^K. Auwers, K. Müller, "Umwandlung von Benzal-cumaranonen in Flavonole", Ber. Dtsch. Chem. Ges., 41, 4233–4241 (1908) (doi:10.1002/cber.190804103137).
^K. v. Auwers, P. Pohl, "Über die Umwandlung von Benzalcumaranonen in Flavonole", Liebigs Ann. Chem., 405, 243–294 (1914) (doi:10.1002/jlac.19144050302).
^K. v. Auwers, P. Pohl, "Eine Synthese des Fisetins", Ber. Dtsch. Chem. Ges., 48, 85–90 (1915) (doi:10.1002/cber.19150480114).
^K. v. Auwers, "Zur Bildung von Flavonolen aus Benzal-cumaranonen", Ber. Dtsch. Chem. Ges., 49, 809–819 (1916) (doi:10.1002/cber.19160490188).
^K. v. Auwers, E. Auffenberg, "Über Cumaranone und Hydrindone", Ber. Dtsch. Chem. Ges., 52, 92-113 (1919) (doi:10.1002/cber.19190520114).
The Auwerssynthesis is a series of organic reactions forming a flavonol from a coumarone. This reaction was first reported by Karl von Auwers in 1908...
Arthur von Auwers (12 September 1838 – 24 January 1915) was a German astronomer. Auwers was born in Göttingen to Gottfried Daniel Auwers and Emma Christiane...
Auwers may refer to: Auwerssynthesis chemical synthesis discovered by Karl von AuwersAuwers (crater), a lunar crater Karl von Auwers (1863 - 1939) German...
biological activities. Chalconoids are also intermediating in the Auwerssynthesis of flavones. Chalcone synthase is an enzyme responsible for the production...
equilibrating pair of β-fluorocarbocations. Example of bromination in the Auwerssynthesis Organic chemistry 4th Ed. Morrison & Boyd ISBN 0-205-05838-8 Roberts...
in situ from an alcohol, self-condenses to the dimerized alcohol. Auwerssynthesis Aldol addition Klein, David R. (December 22, 2020). Organic chemistry...
synthesis of apigenin is shown). In organic chemistry several methods exist for the synthesis of flavones: Allan–Robinson reaction Auwerssynthesis Baker–Venkataraman...
Autler–Townes effect – Stanley H. Autler and Charles H. Townes Auwerssynthesis – Karl von Auwers Avogadro's law, Avogadro constant, Avogadro number – Count...
Ziegler, who was also doing his habilitation with Auwers during that time. The successor of Karl von Auwers, Hans Meerwein, accepted Wittig as lecturer, partly...
University of Marburg. Karl Friedrich von Auwers was born the son of the renowned astronomer Arthur Auwers on (1863-09-16)September 16, 1863 in Gotha...
for organic synthesis, which originated at Liebig's laboratory in Giessen. Hofmann and John Blyth were the first to use the term "synthesis", in their...
in World War I. He received his Ph.D. in 1920, studying under Karl von Auwers. His dissertation was on "Studies on semibenzole and related compunds" which...
consisted of Rudolf Leuckart, Emil Knoevenagel, Traugott Sandmeyer and Karl von Auwers. His private life in Heidelberg and Freiburg was overshadowed by his problematic...
study chemistry. He earned his Ph.D. in organic chemistry under Karl von Auwers at Heidelberg University in 1895. In 1895 he joined Owens College, Manchester...
15 January 2024. De Jonge, H. J. (2003). "The New Testament Canon". In Auwers, Jean-Marie; De Jonge, H. J. bibliques de (eds.). The Biblical Canons. Leuven...
Alexander M.; Grigoriev, Mikhail S.; Kirakosyan, Gayane A.; Dumas, Thomas; Den Auwer, Christophe; Moisy, Philippe; Lawler, Keith V.; Forster, Paul M.; Poineau...
April 2020. Retrieved 11 November 2020. "Nomination Archive – Karl von Auwers". NobelPrize.org. April 2020. Retrieved 11 November 2020. "Nomination Archive...
Alexander M.; Grigoriev, Mikhail S.; Kirakosyan, Gayane A.; Dumas, Thomas; Den Auwer, Christophe; Moisy, Philippe; Lawler, Keith V.; Forster, Paul M.; Poineau...
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