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https://hdl.handle.net/10356/150792
Title: | Generation of a heteropolycyclic and sp3-rich scaffold for library synthesis from a highly diastereoselective Petasis/Diels–Alder and ROM–RCM reaction sequence | Authors: | Flagstad, Thomas Azevedo, Carlos M. G. Troelsen, Nikolaj S. Min, Geanna K. Macé, Yohan Willaume, Anthony Guilleux, Rachel Velay, Mélanie Bonnet, Karine Morgentin, Remy Nielsen, Thomas E. Clausen, Mads H. |
Keywords: | Science::Chemistry | Issue Date: | 2019 | Source: | Flagstad, T., Azevedo, C. M. G., Troelsen, N. S., Min, G. K., Macé, Y., Willaume, A., Guilleux, R., Velay, M., Bonnet, K., Morgentin, R., Nielsen, T. E. & Clausen, M. H. (2019). Generation of a heteropolycyclic and sp3-rich scaffold for library synthesis from a highly diastereoselective Petasis/Diels–Alder and ROM–RCM reaction sequence. European Journal of Organic Chemistry, 2019(5), 1061-1076. https://dx.doi.org/10.1002/ejoc.201801551 | Journal: | European Journal of Organic Chemistry | Abstract: | Efficient access to diverse screening compounds with desirable, lead-like properties can be a bottleneck in early drug discovery and chemical biology. Herein we present an efficient, rapid route to three structurally distinct classes of compounds (A–C) from a single precursor, which in turn is available through a one-pot Petasis 3-component reaction/Diels–Alder cascade reaction. We demonstrate the versatility of the approach through the synthesis of 35 exemplary compounds from the three classes, as well as by the production of 2188 final compounds, which have been included in the Joint European Compound Library of the European Lead Factory. | URI: | https://hdl.handle.net/10356/150792 | ISSN: | 1434-193X | DOI: | 10.1002/ejoc.201801551 | Research Centres: | Singapore Centre for Environmental Life Sciences and Engineering | Rights: | © 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. All rights reserved. | Fulltext Permission: | none | Fulltext Availability: | No Fulltext |
Appears in Collections: | SCELSE Journal Articles |
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