作者:Koichi Homma、Haruhiro Takenoshita、Teruaki Mukaiyama
DOI:10.1246/bcsj.63.1898
日期:1990.7
system of antimony pentachloride, chlorotrimethylsilane and tin(II) iodide, α-substituted cyclic ethers are stereoselectively prepared from lactones by successive treatment with 1-(t-butyldimethylsiloxy)-1-ethoxyethene and silyl nucleophiles such as triethylsilane, allyltrimethylsilane and trimethylsilyl cyanide. These catalysts also promote the reaction of γ-, δ-, and e-trimethylsiloxy carbonyl compounds
在催化量的三苯基甲基六氯锑酸盐或五氯化锑、氯三甲基硅烷和碘化锡(II)的催化体系存在下,通过1-(叔丁基二甲基甲硅烷氧基)-1-连续处理,由内酯立体选择性地制备α-取代环醚乙氧基乙烯和甲硅烷基亲核试剂,例如三乙基硅烷、烯丙基三甲基硅烷和三甲基硅烷基氰化物。这些催化剂还促进 γ-、δ-和 e-三甲基甲硅烷氧基羰基化合物与甲硅烷基亲核试剂的反应,从而形成 α-取代的环醚。前一种程序有效地应用于 (-)-顺式玫瑰氧化物和 (cis-6-methyltetrahydro-2-pyranyl) 乙酸(一种麝猫香的成分)的短程合成。此外,syn-1,3-二醇也由内酯类似物立体选择性地制备,