@article{oai:nagoya.repo.nii.ac.jp:00029002, author = {Kawamura, Tomoyoshi and Moriya, Hirokazu and Shibuya, Masatoshi and Yamamoto, Yoshihiko}, issue = {19}, journal = {The Journal of Organic Chemistry}, month = {Oct}, note = {We established a method for installing a methyl group at the β-position of a butenolide ring. The methylated position is located at the congested ring juncture of a 5,6,5-tricyclic lactone, which is common to neurotrophic seco-prezizaane-type sesquiterpenes. The samarium(II)-mediated conjugate addition of the halomethylsilyl ethers tethered to the proximal hydroxy groups efficiently formed the desired C–C bond. Subsequent fluoride-free Tamao oxidation and Barton–McCombie deoxygenation converted the resultant cyclic silyl ether into the corresponding methyl group., ファイル公開:2020-10-04}, pages = {12508--12519}, title = {Diastereoselective Methylation at the Congested β-Position of a Butenolide Ring: Studies toward the Synthesis of seco-Prezizaane-Type Sesquiterpenes}, volume = {84}, year = {2019} }