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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Use of selenium-bound resin for the solid-phase synthesis of substituted isoxazolyl-substituted (E)-olefins
1Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou, 310028, Peoples Republic of China. huangx@mail.hz.zj.cn
Abstract:
[reaction: see text] The preparation of isoxazolyl- and isoxazolinyl-substituted olefins, based on polystyrene-supported selenenyl bromide, is described. Key steps include 1,3-dipolar cycloadditions and the alpha-alkylation reaction of selenium resins. The polystyrene-supported selenium resins used here not only facilitate separation of products, but also assist the crucial reaction of alpha-alkylation and selenoxide syn-elimination, which ensures the purity of the products.
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