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Synthetic studies on the solanacol ABC ring system by cation-initiated cascade cyclization: implications for strigolactone biosynthesis
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2011 (English)In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 9, no 15, 5350-5353 p.Article in journal (Refereed) Published
Abstract [en]

We report a new method for constructing the ABC ringsystem of strigolactones, in a single step from a simple linearprecursor by acid-catalyzed double cyclization. The reactionproceeds with a high degree of stereochemical control, whichcan be qualitatively rationalized usingDFT calculations. Ourconcise synthetic approach offers a new model for thinkingabout the (as yet) unknown chemistry that is employed in thebiosynthetic pathways leading to this class of plant hormones.

Place, publisher, year, edition, pages
2011. Vol. 9, no 15, 5350-5353 p.
National Category
Organic Chemistry
URN: urn:nbn:se:su:diva-59908DOI: 10.1039/c1ob05751kISI: 000292983400006OAI: diva2:431936
Swedish Research Council
Available from: 2011-07-27 Created: 2011-07-27 Last updated: 2012-01-20Bibliographically approved

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Santoro, StefanoHimo, Fahmi
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