@article {458,
	title = {Enhanced enantio- and diastereoselectivity via confinement and cation binding: Yang photocyclization of 2-benzoyladamantane derivatives within zeolites},
	journal = {Journal of Organic Chemistry},
	volume = {67},
	number = {24},
	year = {2002},
	note = {ISI Document Delivery No.: 620AATimes Cited: 5Cited Reference Count: 60},
	month = {Nov},
	pages = {8339-8350},
	type = {Article},
	abstract = {Irradiation of 2-benzoyladamantane derivatives in zeolites yields the endo-cyclobutanols as the only photoproduct via a gamma-hydrogen abstraction process. The cyclobutanols readily undergo retro-aldol reaction to give delta-ketoesters. The enantiomeric excess (ee) in the endo-cyclobutanols is measured by monitoring the ee in the ketoesters. Whereas in solution the ee in the product ketoester is zero, within achiral NaY zeolite, in the presence of a chiral inductor such as pseudoephedrine, ee{\textquoteright}s up to 28\% have been obtained. The influence of zeolite on several chiral esters of 2-benzoyladamantane-2-carboxylic acids has also been examined. Whereas in solution the diastereomeric excess is <15\%, in zeolite the delta-ketoesters are obtained in 79\% de (best examples). Ab initio computations suggest that enhancement of chiral induction within zeolites is likely to be due to cation complexation with the reactant ketone. Alkali ion-organic interaction, a powerful tool, is waiting to be fully exploited in photochemical and thermal reactions. In this context zeolites could be a useful medium as one could view them as a reservoir of "naked" alkali ions that are only partially coordinated to the zeolite walls.},
	keywords = {ABSOLUTE ASYMMETRIC-SYNTHESIS, ACID-DERIVATIVES, CATALYSTS, COMPLEXES, EPOXIDATION, INDUCTION, PHOTOREACTIONS, SOLID-STATE, STATE ORGANIC-PHOTOCHEMISTRY, TROPOLONE ETHER},
	isbn = {0022-3263},
	url = {<Go to ISI>://000179509400006},
	author = {Natarajan, A. and Joy, A. and Kaanumalle, L. S. and Scheffer, J. R. and Ramamurthy, V.}
}
@article {4843,
	title = {Chirally modified zeolites as reaction media: Photochemistry of an achiral tropolone ether},
	journal = {Organic Letters},
	volume = {2},
	number = {2},
	year = {2000},
	note = {ISI Document Delivery No.: 278ZETimes Cited: 49Cited Reference Count: 26},
	month = {Jan},
	pages = {119-121},
	type = {Article},
	abstract = {[GRAPHICS] Zeolites modified with chiral inductors serve as media for performing chiral induction during photochemical reactions of organic molecules. The photochemical behavior of achiral tropolone ethyl phenyl ether illustrates this unique feature of a zeolite.},
	keywords = {AROMATICS, benzene, CATION-PI INTERACTIONS, CHEMISTRY, interactions, ION, MODEL, MOLECULE, STATE ORGANIC-PHOTOCHEMISTRY, WATER},
	isbn = {1523-7060},
	url = {<Go to ISI>://000085018200006},
	author = {Joy, A. and Scheffer, J. R. and Ramamurthy, V.}
}
