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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Synthesis of Highly Enantio-Enriched Heliespirones A and C by a Diastereoselective Aromatic Claisen Rearrangement

Philip Norcott A and Christopher S. P. McErlean A B
+ Author Affiliations
- Author Affiliations

A School of Chemistry, University of Sydney, Sydney, NSW 2006, Australia.

B Corresponding author. Email: christopher.mcerlean@sydney.edu.au

Australian Journal of Chemistry 71(5) 366-372 https://doi.org/10.1071/CH18019
Submitted: 12 January 2018  Accepted: 7 March 2018   Published: 9 April 2018

Abstract

Computational methods were used to investigate the stereochemical course of the extra-annular Claisen rearrangement. The stereochemical fidelity of the synthetic strategy and comparison of the optical properties support the hypothesis that the heliespirones are scalemic natural products.


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