Artículos de revistas
Continuous Flow-Processing of Organometallic Reagents Using an Advanced Peristaltic Pumping System and the Telescoped Flow Synthesis of (E/Z)-Tamoxifen
Registro en:
Organic Process Research & Development. Amer Chemical Soc, v. 17, n. 9, n. 1192, n. 1208, 2013.
1083-6160
1520-586X
WOS:000330144500014
10.1021/op4001548
Autor
Murray, PRD
Browne, DL
Pastre, JC
Butters, C
Guthrie, D
Ley, SV
Institución
Resumen
Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) A new enabling technology for the pumping of organometallic reagents such as n-butyllithium, Grignard reagents, and DIBAL-H is reported, which utilises a newly developed, chemically resistant, peristaltic pumping system. Several representative examples of its use in common transformations using these reagents, including metal-halogen exchange, addition, addition-elimination, conjugate addition, and partial reduction, are reported along with examples of telescoping of the anionic reaction products. This Platform allows for truly continuous pumping of these highly reactive substances (and examples are demonstrated over periods of several hours) to generate multigram quantities of products. This work culminates in an approach to the telescoped synthesis of (E/Z)-tamoxifen using continuous-flow organometallic reagent-mediated transformations. 17 9 1192 1208 EPSRC [EP/K009494/1] Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) EPSRC [EP/K009494/1] FAPESP [2012/05909-4]