Journal
TETRAHEDRON LETTERS
Volume 46, Issue 24, Pages 4219-4224Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.04.051
Keywords
Pictet-Spengler reaction; intramolecular enolate driven palladium-mediated cross-coupling; hydroboration
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The first enantiospecific total synthesis of gardnerine and gardnutine has been achieved from 6-methoxy-D-tryptophan via the asymmetric Pictet-Spengler reaction, a stereocontrolled intramolecular enolate driven palladium-mediated cross-coupling reaction and a chemospecific, regiospecific hydroboration/oxidation sequence as key steps. (c) 2005 Elsevier Ltd. All rights reserved.
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