2024-03-29T01:53:25Zhttps://uvadoc.uva.es/oai/requestoai:uvadoc.uva.es:10324/381032021-06-24T07:43:37Zcom_10324_28542com_10324_952com_10324_894com_10324_1187com_10324_931col_10324_28543col_10324_1408
Synthesis of Enantiopure Oxygen- and Nitrogen-Containing Heterocycles by Diastereoselective Ring-Closing Metathesis Reaction in Perhydro-1,3-benzoxazine Derivatives
Gutiérrez Loriente, Agustín
Martín Álvarez, José Miguel
Prieto, Elena
Andrés Juan, Celia
Nieto Román, Francisco Javier
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.
2019-09-24T10:35:37Z
2019-09-24T10:35:37Z
2019-09-24T10:35:37Z
2019
info:eu-repo/semantics/article
Advanced Synthesis and Catalysis, Volume361, Issue 5, 2019 Pages 1042-1063
1615-4150
http://uvadoc.uva.es/handle/10324/38103
10.1002/adsc.201801454
1042
5
1063
Advanced Synthesis & Catalysis
361
eng
https://onlinelibrary.wiley.com/doi/10.1002/adsc.201801454
info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-nd/4.0/
© 2019 Wiley
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Wiley