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Phosphine-catalyzed (3+3) annulation of cinnamaldehyde-derived Morita-Baylis-Hillman carbonates with dinucleophiles.

Yue RenWangyu ShiYi TangHongchao Guo
Published in: Chemical communications (Cambridge, England) (2024)
The phosphine-catalyzed (3+3) annulation reaction of cinnamaldehyde-derived Morita-Baylis-Hillman (MBH) carbonates with 1,3-dicarbonyl compounds as dinucleophiles has been developed, giving hexahydrochromenone derivatives in high yields with moderate to good diastereoselectivities. The reaction worked through double conjugate addition of 1,3-dicarbonyl compounds to the phosphonium intermediates generated from the cinnamaldehyde-derived MBH carbonates.
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