953986-10-2Relevant academic research and scientific papers
Lewis Acid-Catalyzed Halonium Generation for Morpholine Synthesis and Claisen Rearrangement
Ariyarathna, Jeewani P.,Alom, Nur-E,Roberts, Leo P.,Kaur, Navdeep,Wu, Fan,Li, Wei
, p. 2947 - 2958 (2022/02/23)
We disclose here practical strategies toward the synthesis of morpholines and Claisen rearrangement products based on the divergent reactivity of a common halonium intermediate. These reactions employ widely available alkenes in a Lewis acid-catalyzed halo-etherification process that can then transform them into the desired products with exceptional regioselectivity for both activated and unactivated olefins. Our mechanistic probe reveals an interesting regiochemical kinetic resolution process.
Facile, efficient, and catalyst-free electrophilic aminoalkoxylation of olefins: Scope and application
Zhou, Ling,Tan, Chong Kiat,Zhou, Jing,Yeung, Ying-Yeung
supporting information; experimental part, p. 10245 - 10247 (2010/09/07)
A new one-pot electrophilic aminoalkoxylation reaction using olefin, cyclic ether, amine, and N-bromosuccinimide has been developed. The olefinic substrates and the cyclic ether partners can be flexibly varied to produce a range of amino ether derivatives. This novel protocol has been applied in the facile and efficient synthesis of biologically active morpholine compounds.
