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A chemoenzymatic route to the (+)-form of the amaryllidaceae alkaloid narseronine

Yang, Shuxin; Banwell, Martin; Willis, Anthony C.; Ward, Jas S.

Description

The enzymatically derived and enantiopure cis-1,2-dihydrocatechol 1 has been converted, over 14 one-pot operations, into the (+)-form of the alkaloid narseronine (2). The present study, which complements earlier work that established a route from metabolite 1 to enantiomer (–)-2, involves an N-bromosuccinimide/tri-n-butyltin hydride-mediated cyclisation reaction to construct the unsaturated B-ring lactone of the target compound.

CollectionsANU Research Publications
Date published: 2014-11-03
Type: Journal article
URI: http://hdl.handle.net/1885/13430
Source: Australian Journal of Chemistry
DOI: 10.1071/CH14520

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