Enantioselective Photocyclization of Amides to β-Lactam Derivatives in Inclusion Crystals with an Optically Active Host
- 31 March 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 65 (9), 2728-2732
- https://doi.org/10.1021/jo991832m
Abstract
Irradiation of inclusion crystals of 2-(N-acyl-N-alkylamino)cyclohex-2-enones and N,N-dimethylphenylglyoxylamide with chiral host molecules gave the optically active N-alkyl-1-azaspiro[3.5]nonane-2,5-diones and 3-hydroxy-1-methyl-3-phenylazetidin-2-one, respectively. The crystal structure of the 1:1 inclusion complex of N,N-dimethylphenylglyoxylamide with (−)-trans-1,4-bis[3-(o-chlorophenyl)-3-hydroxy-3-phenylprop-1-ynyl]-2,3,5,6-tetrachloro-2,5-cyclohexadiene-1,4-diol was analyzed by X-ray diffraction.Keywords
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