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![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A Model Study toward the Concise Synthesis of Bromotyrosine Derived Spiroisoxazoline Natural Products and Analogous
Prasanta Das1, Edward J Valente2, Ashton T Hamme1
1Department of Chemistry & Biochemistry, Jackson State University 1400 J. R. Lynch St, PO Box 17910, Jackson, Ms 39217, USA, , Tel: (+)1 601 979 3713, Homepage: http://www.jsums.edu/chemistry/ashton-t-hamme-ii/
Abstract:
A model study of the first non-aromatic ring based approach toward α-hydroxyspiroisoxazolines resembling the bromotyrosine derived natural product and analogous spiroisoxazoline core structures were implemented. The desired molecular architecture was achieved through the multifunctionalization of a key 1,3-diketo spiroisoxazoline. Our strategy could serve as an efficient alternative of previously developed approaches that utilize an aromatic ring oxidation as the essential step to synthesize this class of natural products.
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