1036356-25-8Relevant articles and documents
Formyl group activation of a bromopyrrole ester in Suzuki cross-coupling reactions: Application to a formal synthesis of Polycitone A and B and Polycitrin A
Gupton, John T.,Telang, Nakul,Wormald, Michael,Lescalleet, Kristin,Patteson, Jon,Curry, Will,Harrison, Andrew,Hoerrner, Megan,Sobieski, John,Kimmel, Michael,Kluball, Emily,Perry, Thomas
, p. 2738 - 2745 (2014/04/17)
A new pyrrole building block is described, which allows for the regiospecific synthesis of 2,3,5-trisubstituted pyrroles and 2,3,4,5-tetrasubstituted pyrroles. Optimization studies are presented for the preparation of the pyrrole building block along with the evaluation of various cross-coupling conditions and cross-coupling agents. A short, formal synthesis of the natural products Polycitone A, Polycitone B, and Polycitrin A from the pyrrole building block is also described.
The application of vinylogous iminium salt derivatives and microwave accelerated Vilsmeier-Haack reactions to efficient relay syntheses of the polycitone and storniamide natural products
Gupton, John T.,Banner, Edith J.,Sartin, Melissa D.,Coppock, Matthew B.,Hempel, Jonathan E.,Kharlamova, Anastasia,Fisher, Daniel C.,Giglio, Ben C.,Smith, Kristin L.,Keough, Matt J.,Smith, Timothy M.,Kanters, Rene P.F.,Dominey, Raymond N.,Sikorski, James A.
, p. 5246 - 5253 (2008/09/21)
Studies directed at the synthesis of polycitone and storniamide natural products via vinylogous iminium salts and microwave accelerated Vilsmeier-Haack formylations are described. The successful strategy relies on the formation of a 2,4-disubstituted pyrrole or a 2,3,4-trisubstituted pyrrole from a vinamidinium salt or vinamidinium salt derivative followed by formylation at the 5-position of the pyrrole. Subsequent transformations of the selectively formylated pyrroles lead to efficient and regiocontrolled relay syntheses of the respective pyrrole containing natural products.
