Journal
TETRAHEDRON LETTERS
Volume 54, Issue 3, Pages 210-212Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.10.104
Keywords
(-)-Tatarinoid A; (+/-)-Tatarinoid B; (-)-Tatarinoid C; Irregular Wittig reaction; Crossed acyloin condensation
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Funding
- CSUPERB Presidents' Commission Scholars Program
- NSF-MRI [CHE MRI-0922676]
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The syntheses of (-)-Tatarinoid A, (+/-)-Tatarinoid B, and (-)-Tatarinoid C in one to three steps are described herein. (-)-Tatarinoid A and (-)-Tatarinoid C are both constructed in three steps from 1-bromo-2,4,5-trimethoxybenzene in overall yields of 63% and 74%, respectively. The addition of (1-methoxyethyl)triphenylphosphonium ylide to 2,4,5-trimethoxybenzaldehyde provides (+/-)-Tatarinoid B in one step in 97% yield. Published by Elsevier Ltd.
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