Tap Aurélien, Lecourt Camille, Dhambri Sabrina, Arnould Mathieu, Galvani Gilles, Nguyen Van Buu Olivier, Jouanneau Morgan, Férézou Jean-Pierre, Ardisson Janick, Lannou Marie-Isabelle, Sorin Geoffroy
Faculté des Sciences Pharmaceutiques et Biologiques, Unité CNRS UMR 8638 COMÈTE, Paris Descartes University, Sorbonne Paris Cité, 4 avenue de l'observatoire, 75270, Paris cedex 06, France.
Laboratoire de Chimie des Procédés et Substances Naturelles, ICMMO (CNRS UMR 8182), Université Paris-Sud, Bâtiment 410, 91405, Orsay Cedex, France.
Chemistry. 2016 Mar 24;22(14):4938-44. doi: 10.1002/chem.201504753. Epub 2016 Feb 19.
The development of an intramolecular rhodium(I)-catalyzed Pauson-Khand reaction of alkoxyallene-ynes with a proximal alkoxy group is reported. This reaction, in the presence of a [Rh(cycloocta-1,5-diene)Cl]2/propane-1,3-diylbis(diphenylphosphane) system under a CO atmosphere, constitutes a powerful tool for selectively accessing carbo- and heterobicyclo[5.3.0] frameworks featuring an enol ether moiety. Through this procedure, a straightforward access to guaiane skeletons with a tertiary hydroxy group at the C10 position was achieved.
报道了分子内铑（I）催化的带有近端烷氧基的烯丙基炔与一氧化碳的Pauson-Khand反应的进展。在CO气氛下，该反应在[Rh（环辛-1,5-二烯）Cl]2/丙烷-1,3-二基双（二苯基膦）体系存在下，是选择性获得具有烯醇醚部分的碳环和杂双环[5.3.0]骨架的有力工具。通过该方法，实现了直接获得在C10位带有叔羟基的愈创木烷骨架。
