@article {5187, title = {Enantioselective photochemical synthesis of a beta-lactam via the solid state ionic chiral auxiliary method}, journal = {Synthesis-Stuttgart}, number = {8}, year = {2001}, note = {ISI Document Delivery No.: 448GETimes Cited: 12Cited Reference Count: 20Sp. Iss. SI}, pages = {1253-1257}, type = {Article}, abstract = {Photolysis of crystals of a carboxylic acid-containing N,N-dialkylarylglyoxylamide to which an optically pure ammonium ion (the ionic chiral auxiliary) has been attached through a salt bridge leads to a 91\% isolated yield of a beta -lactam in greater than 99\% enantiomeric excess. Suspension of the crystals in hexane allows the photoreaction to be carried out on a 500 mg scale, thus demonstrating the synthetic utility of the solid stare ionic chiral auxiliary approach to asymmetric synthesis.}, keywords = {ACHIRAL OXO AMIDE, ACID, asymmetric synthesis, beta-lactam, chiral auxiliaries, CRYSTALLINE STATE, HOST, INCLUSION COMPLEXES, PHOTOCHEMISTRY, PHOTOCYCLIZATION, solid state}, isbn = {0039-7881}, url = {://000169617900022}, author = {Scheffer, J. R. and Wang, K. Y.} }