RT info:eu-repo/semantics/article T1 Synthesis of Enantiopure Oxygen- and Nitrogen-Containing Heterocycles by Diastereoselective Ring-Closing Metathesis Reaction in Perhydro-1,3-benzoxazine Derivatives A1 Gutiérrez Loriente, Agustín A1 Martín Álvarez, José Miguel A1 Prieto, Elena A1 Andrés Juan, Celia A1 Nieto Román, Francisco Javier K1 Síntesis asimétrica K1 Metátesis K1 Asymmetric synthesis K1 Metathesis AB Diastereoselective ring‐closing metathesis reactions on chiral trienic perhydro‐1,3‐benzoxazines derived from (−)‐8‐aminomenthol featuring two diastereotopic olefin chains is described. The diastereochemical outcome of the cyclization appeared to be dependent on the length and position of the olefin chains in perhydro‐1,3‐benzoxazine, the degree of substitution of the double bonds and the ruthenium catalyst used. After separation of the diastereomers, and removal of the chiral auxiliary, enantiopure oxygen‐ and nitrogen‐containing heterocycles were obtained. PB Wiley SN 1615-4150 YR 2019 FD 2019 LK http://uvadoc.uva.es/handle/10324/38103 UL http://uvadoc.uva.es/handle/10324/38103 LA eng NO Advanced Synthesis and Catalysis, Volume361, Issue 5, 2019 Pages 1042-1063 NO Producción Científica DS UVaDOC RD 26-abr-2024