Morrill, Louis C. ORCID: https://orcid.org/0000-0002-6453-7531, Smith, Samuel M., Slawin, Alexandra M. Z. and Smith, Andrew D. 2014. Isothiourea-mediated asymmetric functionalization of 3-alkenoic acids. Journal of Organic Chemistry 79 (4) , pp. 1640-1655. 10.1021/jo402591v |
Official URL: http://dx.doi.org/10.1021/jo402591v
Abstract
Isothiourea HBTM-2.1 promotes the catalytic asymmetric α-functionalization of 3-alkenoic acids through formal [2 + 2] cycloadditions with N-tosyl aldimines and formal [4 + 2] cycloadditions with either 4-aryltrifluoromethyl enones or N-aryl-N-aroyl diazenes, providing useful synthetic building blocks in good yield and with excellent enantiocontrol (up to >99% ee). Stereodefined products are amenable to further synthetic elaboration through manipulation of the olefinic functionality.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Publisher: | American Chemical Society |
ISSN: | 0022-3263 |
Last Modified: | 28 Oct 2022 09:22 |
URI: | https://orca.cardiff.ac.uk/id/eprint/74293 |
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