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

Plant growth regulators in Eucalyptus grandis. V. Synthesis of the G-regulators

ML Bolte, WD Crow and S Yoshida

Australian Journal of Chemistry 35(7) 1421 - 1429
Published: 1982

Abstract

Problems associated with earlier synthetic approaches to the G-regulators have been overcome by the use of the Mannich reaction in aprotic media. Under these conditions the Mannich base formed from the reaction of 1,3-diketones and aldehydes is stabilized by internal hydrogen bonding and can be isolated in high yield. In aqueous acid rapid elimination occurs to give the 2-methylene 1,3-diketones, which first enolize then add oxygen to generate the G-regulator structure. The steric limitations of the reactions are examined.

https://doi.org/10.1071/CH9821421

© CSIRO 1982

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