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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Tandem elimination-oxidation of tertiary benzylic alcohols with an oxoammonium salt
Rowan I L Meador1, Robert E Anderson1, John D Chisholm1
1Department of Chemistry, Syracuse University, 1-014 Center for Science and Technology, Syracuse, NY 13244, USA. jdchisho@syr.edu.
Abstract:
Tertiary benzylic alcohols react with oxoammonium salts, undergoing a tandem elimination/allylic oxidation to provide an allylic ether product in a single step. This mode of reactivity provides a rapid entry into allylic ethers from certain benzylic tertiary alcohols. The allylic ether may be cleaved under reductive conditions to reveal the allylic alcohol.
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