Elliott, Mark Christopher ORCID: https://orcid.org/0000-0003-0132-0818, Monk, Alexandra E., Kruiswijk, Elbertus, Hibbs, David E., Jenkins, Robert Leyshon and Jones, David V. 1999. Asymmetric Hetero-Diels-Alder Reactions with Heterocumulenes. Synlett 1999 (9) , pp. 1379-1382. 10.1055/s-1999-2853 |
Official URL: http://dx.doi.org/10.1055/s-1999-2853
Abstract
Chiral 2-alkenyloxazolines and 2-alkenylthiazolines react with isocyanates and ketenes to give formal hetero-Diels-Alder adducts with complete diastereocontrol. In each case an electron-rich double bond in the adduct is prone to a second addition of the heterocumulene. In the case of the oxazoline adducts the second addition is faster than the first, while with thiazolines the second addition is slower so that a different heterocumulene can be incorporated.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Uncontrolled Keywords: | Diels-Alder reactions - heterocycles - isocyanates - ketenes - piperidines |
Publisher: | Georg Thieme Verlag |
ISSN: | 0936-5214 |
Last Modified: | 21 Oct 2022 10:21 |
URI: | https://orca.cardiff.ac.uk/id/eprint/39962 |
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