Phenylcyclopentyl phenylethylamine

When salt crystals of the aryl 1-phenylcyclopentyl ketone carboxylic acid 40 with chiral amines such as (+ )-bornylamine or ( —)-l-phenylethylamine were irradiated, the optically active exo- and endo-oxetanes 41 or 42 were formed in low to moderate enantiomeric excesses (Scheme 10) [57]. The formation of the oxetanes is believed to occur through Norrish type 1 cleavage and hydrogen abstraction, producing an alkene and an aldehyde, followed by a Paterno-Buchi reaction within the crystal lattice cage. In contrast, solution photolysis of 40 in acetonitrile afforded product 43 as the only isolable product via a typical Norrish type I a-cleavage followed by radical coupling. 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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