A detailed investigation of the aza-Prins reaction
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Dobbs, Adrian P., Guesné, Sebastien J.J., Parker, Robert J., Skidmore, John, Stephenson, Richard A. and Hursthouse, Mike B. (2010) A detailed investigation of the aza-Prins reaction. Organic & Biomolecular Chemistry, 8 (5). pp. 1064-1080. ISSN 1477-0520 (Print), 1477-0539 (Online) (doi:10.1039/B915797B)
Full text not available from this repository.Abstract
The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5- or 6-membered ring product(s).
Item Type: | Article |
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Additional Information: | [1] First published online 05 Jan 2010. [2] Electronic supplementary information (ESI) available: The preparation of, and characterisation data for, the precursor alcohols, their tosyl derivatives, and for the N-tosyl amines, and full details concerning the unsuccessful Lewis acid screening conditions. CCDC reference numbers 748949–748951. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/b915797b. |
Uncontrolled Keywords: | Lewis acid, aza-Prins reaction, piperidines, pyrrolidines |
Subjects: | Q Science > QD Chemistry |
Faculty / Department / Research Group: | Faculty of Engineering & Science > Department of Pharmaceutical, Chemical & Environmental Sciences |
Related URLs: | |
Last Modified: | 17 Oct 2016 09:12 |
Selected for GREAT 2016: | None |
Selected for GREAT 2017: | None |
Selected for GREAT 2018: | None |
URI: | http://gala.gre.ac.uk/id/eprint/9982 |
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