|Title||Enhanced regioselectivity of Yang photocyclization in the crystalline state|
|Publication Type||Journal Article|
|Year of Publication||2002|
|Authors||Vishnumurthy, K, Cheung, E, Scheffer, JR, Scott, C|
|Type of Article||Article|
|Keywords||ABSTRACTION, GAMMA, GEOMETRIC REQUIREMENTS, II REACTION, PHOTOCHEMISTRY, SOLID-STATE|
[GRAPHICS] In contrast to the solution state, where Yang photocyclization of ketones of general structure 1 leads to equal amounts of cyclobutanols 2 and 3 (by abstraction of H-A and H-B, respectively), irradiation in the crystalline state is much more regioselective, favoring either 2 or 3 depending on the nature of the substituent X. X-ray crystallography and molecular mechanics calculations reveal the source of this remarkable solid-state regioselectivity.
|URL||<Go to ISI>://000174680100006|