- Further studies on the application of vinylogous amides and β-halovinylaldehydes to the regiospecific synthesis of unsymmetrical, polyfunctionalized 2,3,4- and 1,2,3,4- substituted pyrroles
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Highly functionalized pyrroles with appropriate regiochemical functionality represent an important class of marine natural products and potential drug candidates. We describe herein a detailed study of the reaction of α-aminoacid esters with vinylogous amides and also β-halovinylaldehydes for the regiospecific synthesis of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles. Since the vinylogous amides and β-halovinylaldehydes are readily available precursors, rapid access to a wide variety of unsymmetrically substituted pyrroles is accomplished via this methodology.
- Gupton, John T.,Shimozono, Alex,Crawford, Evan,Ortolani, Joe,Clark, Evan,Mahoney, Matt,Heese, Campbell,Noble, Jeffrey,Mandry, Carlos Perez,Kanters, Rene,Dominey, Raymond N.,Goldman, Emma W.,Sikorski, James A.,Fisher, Daniel C.
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p. 2650 - 2663
(2018/04/23)
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- The application of vinylogous iminium salt derivatives to a regiocontrolled and efficient relay synthesis of Lukianol A and related marine natural products
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Numerous novel pyrrole containing marine natural products have been shown to possess interesting biological properties. These compounds have been the synthetic targets of several research groups and we have previously reported synthetic methods which util
- Gupton, John T.,Krumpe, Keith E.,Burnham, Bruce S.,Webb, Tammy M.,Shuford, Jordan S.,Sikorski, James A.
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p. 14515 - 14522
(2007/10/03)
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- Studies on anti-platelet agents. IV. A series of 2-substituted 4,5-bis(4-methoxyphenyl)pyrimidines as novel anti-platelet agents
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The syntheses and structure-activity relationships of a series of 2-substituted 4,5-bis(4-methoxyphenyl)pyrimidines, designed on the basis of structural analyses of several cyclooxygenase (CO) inhibitors, and their derivatives as anti-platelet agents base
- Tanaka,Motoyama,Takasugi
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p. 1828 - 1834
(2007/10/02)
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