A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H

Jana, Chandan KumarScopelliti, RosarioGademann, Karl2011-12-162011-12-162011-12-16201010.1002/chem.201001085https://infoscience.epfl.ch/handle/20.500.14299/75322WOS:000280431900005(Chemical Equation Presented) Less carbon: Following a biogenetic proposal, the unusual 6-5-6 carbon skeleton of C19 taiwaniaquinoids was obtained by an intramolecular benzilic acid rearrangement from a C20 precur-sor. A protecting-group-free total synthesis then allowed for the preparation of (-)-taiwaniaquinone H (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.natural productsprotecting-group-free synthesisrearrangementterpenestotal synthesisGibberella-FujikuroiEfficient RouteAcid(+/-)-DichroanoneBiosynthesisDiterpenes(+/-)-Taiwaniaquinol-BCryptomerioidesBark3-OxetanonesA Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone Htext::journal::journal article::research article