The 3-Hydroxycineoles
Raymond M. Carman A C , Ward T. Robinson B and Craig J. Wallis AA Chemistry, University of Queensland, Brisbane QLD 4072, Australia.
B Department of Chemistry, University of Canterbury, Christchurch, New Zealand.
C Corresponding author. Email: carman@chemistry.uq.edu.au
Australian Journal of Chemistry 58(11) 785-791 https://doi.org/10.1071/CH05144
Submitted: 20 June 2005 Accepted: 21 September 2005 Published: 9 December 2005
Abstract
Data concerning the 3-hydroxycineoles 1 and 2 are provided to enable the ready identification of these metabolites and to determine their enantiomeric excess in mixtures. An unusual SN2-type inversion at a tertiary center is observed during one synthetic approach.
Acknowledgment
We thank Tommy Karoli for early investigations into these systems.
[1]
H. Nishimura,
Y. Noma,
J. Mizutani,
J. Agric. Biol. Chem. 1982, 46, 2601.
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* We thank a referee for discussion on this point.