Synthesis of Fused Piperidinones through a Radical-Ionic Cascade was written by Godineau, Edouard;Schenk, Kurt;Landais, Yannick. And the article was included in Journal of Organic Chemistry in 2008.Application of 62563-07-9 This article mentions the following:
Azabicyclo[4.3.0]nonanes, e.g. I (R1 = H, Me, t-Bu, SiMe2Ph; R2 = H, Me, OAc, CO2Me), were assembled from chiral allylsilanes possessing an oxime moiety, e.g. II, using a stereocontrolled formal [2 + 2 + 2] radical-ionic process. The cascade involves the addition of an α-iodoester ICH2CO2R3 (R3 = Et, Ph) to the less substituted end of the enoxime which is then followed by a 5-exo-trig cyclization onto the aldoxime function, producing an alkoxyaminyl radical species which finally lactamizes to afford the titled piperidinone. High levels of stereoinduction were observed, demonstrating the ability of a silicon group located at the allylic position to efficiently control the stereochem. of the two newly created stereogenic centers. When the radical cascade was extended to ketoximes, the resulting sterically hindered alkoxyaminyl radical did not react further with the initiator Et3B to produce the expected nucleophilic amidoborane complex. In sharp contrast, this long-lived radical recombined with the initial α-stabilized ester radical to produce a cyclopentane incorporating two ester fragments. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Application of 62563-07-9).
2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application of 62563-07-9
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem