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

Synthesis of deuterated ent-beyeranes. Stereospecific reduction of a 4-axial aldehyde

RJ Capon, EL Ghisalberti and PR Jefferies

Australian Journal of Chemistry 35(3) 613 - 620
Published: 1982


Reduction of the 4a-axial aldehyde group in ent-3,19-dioxobeyer-15-en-17-oic acid (1) by sodium borohydride is shown to occur by attack on the Si-face of the carbonyl group. The synthesis of some ent-beyerane derivatives stereospecifically labelled with deuterium at C19 is described.

© CSIRO 1982

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