biostudies-literatureMacchia AMinistero dell?Istruzione, dell?Universit? e della RicercaAustrian Science Fund FWF8808-8818https://www.ebi.ac.uk/biostudies/studies/S-EPMC8928520biostudies-literatureUnknown7(10)1,4-Conjugate addition of ((chloromethyl)sulfonyl)benzenes to arylideneisoxazol-5-ones, followed by one-pot, N-selective trapping in the presence of electrophiles, was investigated. This strategy led to the synthesis of new, stable N-protected isoxazol-5-ones in good yields and high diastereolectivity. The study of the reactivity of obtained products in the presence of the Mo(CO)₆/H₂O system allowed the development of a cascade reaction leading to novel methyl ketones in high yields and unchanged dr bearing an uncommon chloromethinearylsulfonyl end group.ACS omegaAccess to β-Alkylated γ-Functionalized Ketones via Conjugate Additions to Arylideneisoxazol-5-ones and Mo(CO)₆-Mediated Reductive Cascade Reactions.PMC8928520J-4592Monaco GEitzinger ASumma FFMacchia ADi Mola AOfial ARMassa AfalseAccess to β-Alkylated γ-Functionalized Ketones via Conjugate Additions to Arylideneisoxazol-5-ones and Mo(CO)₆-Mediated Reductive Cascade Reactions.1,4-Conjugate addition of ((chloromethyl)sulfonyl)benzenes to arylideneisoxazol-5-ones, followed by one-pot, N-selective trapping in the presence of electrophiles, was investigated. This strategy led to the synthesis of new, stable N-protected isoxazol-5-ones in good yields and high diastereolectivity. The study of the reactivity of obtained products in the presence of the Mo(CO)₆/H₂O system allowed the development of a cascade reaction leading to novel methyl ketones in high yields and unchanged dr bearing an uncommon chloromethinearylsulfonyl end group.2022-01-01T00:00:00Z2022 Mar2025-04-04T14:49:37.035Z2025-04-04T14:49:37.035ZS-EPMC89285203530947510.1021/acsomega.1c07081