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The asymmetric aza-silyl-prins reaction: Synthesis of enantiopure piperidines

The asymmetric aza-silyl-prins reaction: Synthesis of enantiopure piperidines

Mittapalli, Ramana R., Guesné, Sebastien J.J., Parker, Robert J., Klooster, Wim, T., Coles, Simon, J., Skidmore, John and Dobbs, Adrian P. (2018) The asymmetric aza-silyl-prins reaction: Synthesis of enantiopure piperidines. Organic Letters, 21 (2). pp. 350-355. ISSN 1523-7060 (Print), 1523-7052 (Online) (doi:https://doi.org/10.1021/acs.orglett.8b03283)

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Abstract

The design and development of the first asymmetric aza-silyl-Prins reaction is reported, giving rise to valuable and diverse piperidines and pipecolic acid derivatives in both high yields and as single enantiomers. The creation of a novel chiral auxiliary-homoallylic amine for the aza-silyl-Prins reaction is essential to its success.

Item Type: Article
Uncontrolled Keywords: heterocyclic chemistry, piperidines, aza-Prins reaction
Subjects: Q Science > QD Chemistry
Faculty / Department / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Related URLs:
Last Modified: 20 May 2019 13:26
Selected for GREAT 2016: None
Selected for GREAT 2017: None
Selected for GREAT 2018: None
Selected for GREAT 2019: None
URI: http://gala.gre.ac.uk/id/eprint/22797

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