Abstract

Structurally unique halimanes EBC-232 and EBC-323, isolated from the Australian rainforest plant Croton insularis, proved considerably difficult to elucidate. The two diastereomers, which consist an unusual oxo-6,7-spiro ring system fused to a dihydrofuran, were solved by unification and consultation of five in silico NMR elucidation and prediction methods [i.e., ACDLabs, olefin strain energy (OSE), DP4, DU8+ and TD DFT CD]. Structure elucidation challenges of this nature are prime test case examples for empowering future AI learning in structure elucidation.

Authors	Maslovskaya, Lidia A; Savchenko, Andrei I; Krenske, Elizabeth H; Chow, Sharon; Holt, Tina; Gordon, Victoria A; Reddell, Paul W; Pierce, Carly J; Parsons, Peter G; Boyle, Glen M; Kutateladze, Andrei G; Williams, Craig M
Journal	Chemistry (Weinheim An Der Bergstrasse, Germany)
Pages	11862-11867
Volume	26
Date	1/08/2020
Grant ID
Funding Body	University of Queensland
URL	http://www.ncbi.nlm.nih.gov/pubmed/?term=10.1002/chem.202001884
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