Journal
SYNTHESIS-STUTTGART
Volume -, Issue 18, Pages 2939-2942Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1067218
Keywords
centrolobine; tri-O-acetyl-D-glucal; C-glycosidation; dehydroxylation; Wittig reaction
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Funding
- CSIR, New Delhi
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A stereoselective total synthesis of (-)-6-epi-centrolobine, an unnatural analogue of (-)-centrolobine, starting from readily available tri-O-acetyl-D-glucal has been described for the first time. The key steps involved in this synthetic approach are stereoselective C-glycosidation, dehydroxylation and Wittig reaction. The target molecule was achieved in nine steps with 49% overall yield.
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