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One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine

Lichman, BR; Lamming, ED; Pesnot, T; Smith, JM; Hailes, HC; Ward, JM; (2015) One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine. Green Chemistry , 17 (2) pp. 852-855. 10.1039/c4gc02325k. Green open access

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Abstract

We describe novel chemoenzymatic routes to (S)-benzylisoquinoline and (S)-tetrahydroprotoberberine alkaloids using the enzymes transaminase (TAm) and norcoclaurine synthase (NCS) in a one-pot, one-substrate ‘triangular’ cascade. Employment of up to two C–C bond forming steps allows for the rapid generation of molecular complexity under mild conditions.

Type: Article
Title: One-pot triangular chemoenzymatic cascades for the syntheses of chiral alkaloids from dopamine
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c4gc02325k
Publisher version: http://dx.doi.org/10.1039/c4gc02325k
Language: English
Additional information: This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
UCL classification: UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > Div of Biosciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Biochemical Engineering
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/1467757
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