| Title | An unexpected Paterno-Buchi reaction in the crystalline state |
| Publication Type | Journal Article |
| Year of Publication | 2001 |
| Authors | Kang, T, Scheffer, JR |
| Journal | Organic Letters |
| Volume | 3 |
| Pagination | 3361-3364 |
| Date Published | Oct |
| Type of Article | Article |
| ISBN Number | 1523-7060 |
| Keywords | ASYMMETRIC INDUCTION, ORGANIC-PHOTOCHEMISTRY, PHOTOCYCLOADDITION, SALTS, SOLID-STATE, YANG PHOTOCYCLIZATION REACTION |
| Abstract | [GRAPHICS] The solution and solid-state photochemistry of a series of aryl 1-phenylcyclopentyl ketones (1) was investigated. While typical Norrish type I products were formed in solution, irradiation of crystals of I afforded the novel oxetanes 3 and 4 regiospecifically. The formation of the oxetanes is believed to occur through Norrish type I cleavage and hydrogen abstraction, producing an alkene and an aldehyde, followed by a Paternb-BUchi reaction within the crystal lattice cage. |
| URL | <Go to ISI>://000171708000034 |
