144730-20-1Relevant articles and documents
Synthesis of Methylenebicyclo[3.2.1]octanol by a Sm(II)-Induced 1,2-Rearrangement Reaction with Ring Expansion of Methylenebicyclo[4.2.0]octanone
Takatori, Kazuhiko,Ota, Shoya,Tendo, Kenta,Matsunaga, Kazuma,Nagasawa, Kokoro,Watanabe, Shinya,Kishida, Atsushi,Kogen, Hiroshi,Nagaoka, Hiroto
, p. 3763 - 3766 (2017)
Direct conversion of methylenebicyclo[4.2.0]octanone to methylenebicyclo[3.2.1]octanol by a Sm(II)-induced 1,2-rearrangement with ring expansion of the methylenecyclobutane is described. Three conditions were optimized to allow the adaptation of this approach to various substrates. A rearrangement mechanism is proposed involving the generation of a ketyl radical and cyclopentanation by ketyl-olefin cyclization, followed by radical fragmentation and subsequent protonation.
Stereoselective radical cyclization of epoxy silyl enol ethers
Kim,Koh
, p. 7391 - 7392 (2007/10/02)
n-Bu3Sn radical catalyzed stereoselective radical cyclization of epoxy silyl enol ethers is described.