Journal article

Synthesis and X-ray crystal structure of cynandione B analogues

LPT Hong, JM White, CD Donner

Australian Journal of Chemistry | CSIRO PUBLISHING | Published : 2012

Abstract

The synthesis of analogues of cynandione B, a phenolic acetophenone from Cynanchum taiwanianum, is described. The one-step conversion of benzochromenones to the heptacyclic spiroacetal core of cynandione B using methylmagnesium bromide is investigated and structural requirements for this novel transformation established. X-ray crystal structure analysis has established the relative configuration in these unusual heterocycles. Journal compilation © CSIRO 2011.

University of Melbourne Researchers

Grants

Funding Acknowledgements

Financial support from the Australian Research Council through the Centres of Excellence program is gratefully acknowledged. Professor Carl Schiesser, The University of Melbourne, is acknowledged for useful discussions.