A Model Study toward the Concise Synthesis of Bromotyrosine-Derived Spiroisoxazoline Natural Products and Analogous Core Structures
European Journal of Organic Chemistry, 2014, Volume 2014, Issue 13, 2659–2663.
© 2014 Wiley-VCH Verlag GmbH & Co.KGaA, Weinheim
Linked version is the final published version.
A model study of the first nonaromatic ring based approach toward α-hydroxyspiroisoxazolines resembling the bromotyrosine-derived natural product and analogous spiroisoxazoline core structures was 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 to previously developed approaches that involve aromatic ring oxidation as the essential step to synthesize this class of natural products.