Multienzyme One-Pot Cascades Incorporating Methyltransferases for the Strategic Diversification of Tetrahydroisoquinoline Alkaloids.

The tetrahydroisoquinoline (THIQ) ring system is present in a large variety of structurally diverse natural products exhibiting a wide range of biological activities. Routes to mimic the biosynthetic pathways to such alkaloids, by building cascade reactions in vitro, represents a successful strategy and can offer better stereoselectivities than traditional synthetic methods. In vitro multi‐enzyme cascade reactions were developed leading to the scalable synthesis of methylated tetra‐hydroisoquinoline alkaloids. The reactions occurred in one‐pot starting from simple building blocks such as dopamine or l‐tyrosine. The use of selected methyltransferases enabled regioselective methylations. When more than one catechol moiety was present, methylations could be directed towards one or more hydroxyl group.

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© 2021 The Authors. Angewandte Chemie published by Wiley-VCH GmbH.

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The authors declare no conflict of interest.