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Issue 11, 2018
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One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues

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Abstract

Chemoenzymatic reaction cascades can provide access to chiral compounds from low-cost starting materials in one pot. Here we describe one-pot asymmetric routes to tetrahydroisoquinoline alkaloids (THIAs) using the Pictet–Spenglerase norcoclaurine synthase (NCS) followed by a cyclisation, to give alkaloids with two new heterocyclic rings. These reactions operated with a high atom economy to generate THIAs in high yields.

Graphical abstract: One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues

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Publication details

The article was received on 26 Oct 2017, accepted on 30 Nov 2017 and first published on 18 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC08024G
Citation: Chem. Commun., 2018,54, 1323-1326
  • Open access: Creative Commons BY license
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    One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues

    J. Zhao, B. R. Lichman, J. M. Ward and H. C. Hailes, Chem. Commun., 2018, 54, 1323
    DOI: 10.1039/C7CC08024G

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