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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Continuous Flow-Processing of Organometallic Reagents Using an Advanced Peristaltic Pumping System and the Telescoped Flow Synthesis of (E/Z)-Tamoxifen

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Author(s):
Murray, Philip R. D. [1] ; Browne, Duncan L. [1] ; Pastre, Julio C. [2, 1] ; Butters, Chris [3] ; Guthrie, Duncan [3] ; Ley, Steven V. [1]
Total Authors: 6
Affiliation:
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW - England
[2] Univ Estadual Campinas, Inst Quim, BR-13083970 Sao Paulo - Brazil
[3] Vapourtec Ltd, Pk Farm Business Ctr, Bury St Edmunds IP28 6TS, Suffolk - England
Total Affiliations: 3
Document type: Journal article
Source: ORGANIC PROCESS RESEARCH & DEVELOPMENT; v. 17, n. 9, p. 1192-1208, SEP 2013.
Web of Science Citations: 79
Abstract

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. (AU)

FAPESP's process: 12/05909-4 - Preparation of goniothalamin under flow reaction conditions
Grantee:Júlio Cezar Pastre
Support Opportunities: Scholarships abroad - Research Internship - Post-doctor