Asymmetric induction in intramolecular meta photocycloaddition: cyclodextrin-mediated solid-phase photochemistry of various phenoxyalkenes.
[reaction: see text]. An approach to the asymmetric intramolecular meta photocycloaddition of phenoxyalkenes is described. The beta-cyclodextrin complexes of several phenoxyalkenes have been synthesized and irradiated in the solid phase. The effect of the CD-hosting on the regio- and enantioselectivity is discussed. Values of ee up to 17% were obtained.
Vízvárdi
K
K
Laboratory for Organic Synthesis, Katholieke Universiteit Leuven, Celestijnenlaan 200F, B-3001 Heverlee, Belgium.
Desmet
K
K
Luyten
I
I
Sandra
P
P
Hoornaert
G
G
Van der Eycken
E
E
D000475:Alkenes / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003505:Cyclodextrins / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D010777:Photochemistry / Q000379:methods*
D000475:Alkenes; D003505:Cyclodextrins