Journal
TETRAHEDRON LETTERS
Volume 52, Issue 52, Pages 7175-7177Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.10.127
Keywords
Dicaffeoylquinic acids; Natural product synthesis; Knoevenagel condensation; Metabolism references; Plant natural products
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Funding
- BBSRC
- Nestle
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We report the first total synthesis of 3,5-O-dicaffeoylquinic acid and its derivatives, 3,5-O-diferuloylquinic acid and 3,5-(3,4-dimethoxycinnamyl)quinic acid, in a nine-step sequence. The key step involves Knoevenagel condensations between vanillin. 3,4-dimethoxybenzaldehyde or 4-hydroxy-3-methoxy-benzaldehyde and the dimalonate ester of quinic acid. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.
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