188915-78-8Relevant articles and documents
Synthesis of macrocyclic ketoesters by an n + 1 strategy based on free-radical carbonylation
Nagahara, Kiyoto,Ilhyong, Ryu,Yamazaki, Hiroshi,Kambe, Nobuaki,Komatsu, Mitsuo,Sonoda, Noboru,Baba, Akio
, p. 14615 - 14626 (1997)
The synthesis of 10-17 membered 4-oxolactones 2 from alkyl iodides 1 having an acryloxy moiety at the termini, carbon monoxide, and TTMSS (or tin hydride) was achieved under free radical reaction conditions. The allyltin mediated reaction of 1 also proceeded successfully to furnish 2-allyl-substituted 4-oxolactones 3 in moderate to good yields. In this n + 1 type macrocyclization, high dilution conditions ([1] = 0.005-0.01 M) are beneficial for both the intermolecular trapping of CO and the intramolecular acyl radical addition to the C-C double bond.
Formation of substituted macrocyclic ethers by radical cyclisation
Beckwith, Athelstan L. J.,Drok, Kitty,Maillard, Bernard,Degueil-Castaing, Marie,Philippon, Annie
, p. 499 - 500 (2007/10/03)
ω-Iodopolyoxaalkyl acrylates and related compounds undergo radical cyclisation when treated with tributyl-stannane to afford substituted macrocylic polyethers.
