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Cerium(Ⅲ) triflate-catalyzed ring opening of epoxides

Title
Cerium(Ⅲ) triflate-catalyzed ring opening of epoxides
Author
윤민주
Alternative Author(s)
윤민주
Advisor(s)
신승훈
Issue Date
2022. 8
Publisher
한양대학교
Degree
Master
Abstract
A simple and efficient method has been developed for the regioselective ring opening of epoxides with amines using catalytic amounts of cerium(III) triflate. This method was applicable to a wide range of substrates and allowed for gram-scale synthesis. In the case of cyclohexene oxide, only one isomer with trans stereochemistry was formed. Aminolysis of styrene oxide with aniline provided the main product with attack at the benzyl position. Unfortunately, the reaction of styrene oxide with aliphatic amines was poorly regioselective. It was confirmed that this method can be applied to the efficient synthesis of bioactive substances such as vesamicol, benzovesamicol, tulobuterol, propranolol, and (±)-naftopidil.
URI
http://hanyang.dcollection.net/common/orgView/200000627619https://repository.hanyang.ac.kr/handle/20.500.11754/174273
Appears in Collections:
GRADUATE SCHOOL[S](대학원) > CHEMISTRY(화학과) > Theses (Master)
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