The organocatalytic three-step total synthesis of (+)-frondosin B was written by Reiter, Maud;Torssell, Staffan;Lee, Sandra;MacMillan, David W. C.. And the article was included in Chemical Science in 2010.Related Products of 551001-79-7 This article mentions the following:
The frondosins are a family of marine sesquiterpenes isolated from the sponge Dysidea frondosa that exhibit biol. activities ranging from anti-inflammatory properties to potential application in anticancer and HIV therapy (no biol. testing data presented). A concise enantioselective total synthesis of (+)-frondosin B (I) was described which required a total of three chem. steps. The enantioselective conjugate addition of a benzofuran-derived boronic acid to crotonaldehyde in the presence of an imidazolidinone organocatalyst constructed the critical stereogenic center of frondosin B in the first operation, while the remaining two ring systems of this natural product were installed in the two subsequent steps. A combination of X-ray crystallog. data, deuterium labeling, and chem. correlation studies provides further evidence as to the correct absolute stereochem. assignment of (R) to (+)-frondosin B. In the experiment, the researchers used many compounds, for example, (5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7Related Products of 551001-79-7).
(5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Related Products of 551001-79-7
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem