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A Model Study toward the Concise Synthesis of Bromotyrosine Derived Spiroisoxazoline Natural Products and Analogous Core Structures.


ABSTRACT: A model study of the first non-aromatic ring based approach toward ?-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.

SUBMITTER: Das P 

PROVIDER: S-EPMC4039208 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

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A Model Study toward the Concise Synthesis of Bromotyrosine Derived Spiroisoxazoline Natural Products and Analogous Core Structures.

Das Prasanta P   Valente Edward J EJ   Hamme Ashton T AT  

European journal of organic chemistry 20140501 13


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 thi  ...[more]

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