Chemistry–A European Journal

Enantioselective Intramolecular [2+ 2] Photocycloaddition Reactions of 4??Substituted Coumarins Catalyzed by a Chiral Lewis Acid

R Brimioulle, H Guo, T Bach

文献索引：Brimioulle, Richard; Guo, Hao; Bach, Thorsten Chemistry - A European Journal, 2012 , vol. 18, # 24 p. 7552 - 7560

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被引用次数: 28

摘要

Abstract Eight coumarins, which carry a terminal alkene tethered by a CH 2 XCH 2 group to their 4-position (X= CH 2, CMe 2, O, S, NBoc, NZ, NTs, NBn), were synthesized in overall yields of 51–80%. Starting materials for the syntheses were either commercially available 4- hydroxycoumarin or 4-formylcoumarin. The intramolecular [2+ 2] photocycloaddition of these coumarins gave diastereoselectively products with a tetracyclic 3, 3a, 4, 4a-tetrahydro-1H- ...