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Lewis Acid Catalyzed [4 + 2] Cycloaddition of N‑Tosylhydrazones with ortho-Quinone Methides

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posted on 23.10.2019, 15:33 authored by Chun-Ying Wang, Jia-Bin Han, Long Wang, Xiang-Ying Tang
A formal [4 + 2] cycloaddition of N-tosylhydrazones with ortho-quinone methides was developed, affording the facile synthesis of diverse 1,3-oxazine derivatives under mild conditions. In this transformation, N-tosylhydrazones are used as a 1,2-dipole synthon under base-free conditions. Moreover, the substrate scope is broad, and the products are formed with high diastereoselectivities in most of the cases.