588729-64-0Relevant academic research and scientific papers
Stereocontrol in the EtAlCl2-induced cyclization of chiral γ,δ-unsaturated methyl ketones to form cyclopentanones
Snider, Barry B.,Lobera, Mercedes,Marien, Tracy P.
, p. 6451 - 6454 (2003)
EtAlCl2-induced cyclization of chiral γ,δ-unsaturated ketones 11c and 17b takes place mainly from the expected face. The selectivity is modest for 11c (60:40) in which the large substituent is a primary alkyl group and the medium substituent is a methyl group and excellent for 17b (93:7) in which the large substituent is a cyclohexyl group and the medium substituent is a methyl group. The cyclization of 17a is anomalous, suggesting that the phenyl group has more than a simple steric effect.
