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Synthesis of functionalized 2H-1-benzopyrans by DBU-catalyzed reactions of salicylic aldehydes with allenic ketones and esters.

Organic letters (2005-09-24)
Gui-Ling Zhao, Yong-Ling Shi, Min Shi
RÉSUMÉ

[reaction: see text] DBU-catalyzed reactions of salicylic aldehydes with 3-methylpenta-3,4-dien-2-one, 3-benzylpenta-3,4-dien-2-one, or ethyl 2-methylbuta-2,3-dienoate gave the corresponding functionalized 2H-1-chromenes in good to excellent yields and good diastereoselectivities in some cases in DMSO, respectively.

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Sigma-Aldrich
1,8-Diazabicyclo[5.4.0]undéc-7-ène, 98%
Sigma-Aldrich
1,8-Diazabicyclo[5.4.0]undec-7-ene, puriss., ≥99.0% (GC)