One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues† †Electronic supplementary information (ESI) available: Experimental details. Preparation of NCS enzymes, reaction details, compound characterization and analytical details. See DOI: 10.1039/c7cc08024g

One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues

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 gene...

One-pot palladium-catalyzed synthesis of sulfonyl fluorides from aryl bromides† †Electronic supplementary information (ESI) available: Experimental details and supporting characterisation data. See DOI: 10.1039/c6sc03924c Click here for additional data file.

Systematic chemoenzymatic synthesis of O-sulfated sialyl Lewis x antigens† †Electronic supplementary information (ESI) available: Materials, experimental details of the synthesis, analytical data of 4–10, 1a–3a, and 1b–3b, and NMR spectra of synthesized compounds. See DOI: 10.1039/c5sc04104j Click here for additional data file.

O-Sulfated sialyl Lewis x antigens play important roles in nature. However, due to their structural complexity, they are not readily accessible by either chemical or enzymatic synthetic processes. Taking advantage of a bacterial sialyltransferase mutant that can catalyze the transfer of different sialic acid forms from the corresponding sugar nucleotide donors to Lewis x antigens which are fuco...

From [11C]CO2 to [11C]amides: a rapid one-pot synthesis via the Mitsunobu reaction† †Electronic supplementary information (ESI) available: Experimental details and NMR spectra. See DOI: 10.1039/c7cc01407d

A novel amide synthesis methodology is described using amines, CO2 and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [11C]CO2. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [11C]melatonin. The incorporation of [11C]CO2 into [11C]melatonin was 36% - determined by rad...

Fluoride-promoted carbonylation polymerization: a facile step-growth technique to polycarbonates† †Electronic supplementary information (ESI) available: Experimental details for the synthesis and structural characterization of monomers and polymers, and kinetic study. See DOI: 10.1039/c6sc05582f Click here for additional data file.