185038-86-2Relevant articles and documents
Total synthesis of virgatolide b via exploitation of intramolecular hydrogen bonding
Hume, Paul A.,Furkert, Daniel. P.,Brimble, Margaret A.
, p. 5269 - 5281 (2014/06/23)
A full account of the enantioselective total synthesis of virgatolide B is reported. Key features of the synthesis include an sp3-sp2 Suzuki-Miyaura cross-coupling of a β-trifluoroboratoamide with an aryl bromide, regioselective intramolecular carboalkoxylation, and a 1,3-anti-selective Mukaiyama aldol reaction. Intramolecular hydrogen bonding governed the regioselectivity of the key spiroketalization step, affording the natural product as a single regioisomer.
