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Rhodium‐Catalyzed (3+3) Cascade Cyclization of Diazobarbiturates with 2H‐Azirines for the Diastereoselective Construction of Spirooxazinopyrimidinediones

28.08.2025
Rhodium‐Catalyzed (3+3) Cascade Cyclization of Diazobarbiturates with 2H‐Azirines for the Diastereoselective Construction of Spirooxazinopyrimidinediones

Von Wiley-VCH zur Verfügung gestellt

Under the catalysis of Rh2(esp)2 (10 mol%) and BINAP (20 mol%) in 1,2-dichloroethane at 80 °C, a (3+3) cascade cyclization between diazobarbiturates and 2H-azirines proceeds smoothly, yielding spirooxazinopyrimidinediones in 24–92% yield with >20:1 diastereoselectivity. The chemical structure of one compound has been confirmed by X-ray diffraction analysis, and the others are suggested by inference.


Under the catalysis of Rh2(esp)2 (10 mol%) and BINAP (20 mol%) in 1,2-dichloroethane at 80 °C, a (3+3) cascade cyclization between diazobarbiturates and 2H-azirines proceeds smoothly, yielding spirooxazinopyrimidinediones in 24–92% yield with >20:1 diastereoselectivity. The chemical structure of one compound has been confirmed by X-ray diffraction analysis, and the others are suggested by inference.

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