title: Scalable Synthesis of the Amber Odorant 9-epi-Ambrox through a Biomimetic Cationic Cyclization/Nucleophilic Bromination Reaction.
abstract: A novel biomimetic nucleophilic bromocyclization reaction is used in the key step of a new and straightforward synthesis of 9-epi-Ambrox, an organic compound of high interest and value in the context of fragrances. This strategic reaction allows access to 9-epi-Ambrox on a gram scale from a dienyne derivative, easily available from geraniol, following a sequence of seven steps (35% global yield) with just one purification process. Both enantiomers of the molecule were obtained by a challenging enzymatic resolution.
authors: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo , Julián Clavería 8, E-33006 Oviedo, Spain.
authors: Raquel
authors: R
authors: Fontaneda
authors: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo , Julián Clavería 8, E-33006 Oviedo, Spain.
authors: Pedro
authors: P
authors: Alonso
authors: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo , Julián Clavería 8, E-33006 Oviedo, Spain.
authors: Francisco J
authors: FJ
authors: Fañanás
authors: Instituto Universitario de Química Organometálica "Enrique Moles", Universidad de Oviedo , Julián Clavería 8, E-33006 Oviedo, Spain.
authors: Félix
authors: F
authors: Rodríguez