Phosphine-Catalyzed [3 + 2] Annulation of Sulfamidate-Derived 1-Azadienes: Synthesis of Spiro[Oxathiazole-Cyclopentene] Scaffolds and Spirocyclic Aziridine Derivatives

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The reaction achieves excellent diastereoselectivities while producing spirocyclic compounds efficiently under mild conditions.
High yields and functional complexity are noted with the creation of spiro[oxathiazole-cyclopentene] structures from sulfamidate-derived 1-azadienes.
Reductive ring contraction allows for an easy pathway to synthesize valuable spirocyclic aziridine derivatives using a one-pot method.
The approach utilizes Morita–Baylis–Hillman carbonates and allenoates, illustrating effective use of these reagents in organic synthesis.

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Annulation method shows high yields and diastereoselectivities in spiro[oxathiazole-cyclopentene] synthesis, indicating efficiency.

Wang et al. (2025) studied this question.

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