We thank Martin Maier and Robin Meier for their assistance with the synthesis and Dr. Peter Mayer for the X-ray structure analysis. We thank Daniel Hog and Desiree Stichnoth for helpful discussions. We also acknowledge SFB 749 for financial support and Chemetall for a generous gift of chemicals.
Biomimetic Synthesis of Santalin A,B and Santarubin A,B, the Major Colorants of Red Sandalwood†
Article first published online: 10 JUN 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 36, pages 9509–9512, September 2, 2013
How to Cite
Strych, S. and Trauner, D. (2013), Biomimetic Synthesis of Santalin A,B and Santarubin A,B, the Major Colorants of Red Sandalwood . Angew. Chem. Int. Ed., 52: 9509–9512. doi: 10.1002/anie.201302317
- Issue published online: 26 AUG 2013
- Article first published online: 10 JUN 2013
- Manuscript Received: 19 MAR 2013
- biomimetic synthesis;
- red colorants;
Better late than never! Almost 200 years after Pelletier's pioneering studies on the chemical constituents of red sandalwood, the major santalins and santarubins have been synthesized. This efficient approach integrates a Knochel isoflavonoid synthesis with Friedel–Crafts allylations or olefin metatheses, and a final biomimetic reaction cascade that furnishes the venerable benzoxanthenone dyes in a single operation (see scheme).