Stereoselective synthesis of multifunctionalized chiral silacyclopentanes

被引:1
作者
Kuroo, Akihiro [1 ]
Igawa, Kazunobu [1 ,2 ,3 ,4 ]
Tomooka, Katsuhiko [1 ,2 ,3 ,4 ]
机构
[1] Kyushu Univ, Interdisciplinary Grad Sch Engn Sci, 6-1 Kasuga Koen, Kasuga, Fukuoka 8168580, Japan
[2] Kumamoto Univ, Fac Adv Sci & Technol, Dept Chem, 2-39-1 Kurokami, Kumamoto 8608555, Japan
[3] Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasuga Koen, Kasuga, Fukuoka 8168580, Japan
[4] Kyushu Univ, IRCCS, 6-1 Kasuga Koen, Kasuga, Fukuoka 8168580, Japan
关键词
asymmetric synthesis; chiral silacyclopentanes; chiral silicon molecule; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; SILICON; MIGRATION; CARBON;
D O I
10.1093/chemle/upae039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have synthesized multifunctionalized silacyclopentanes in a highly selective manner from enantioenriched silacyclopentenol, which is readily accessible from achiral silacyclopentene oxide by enantioselective beta-elimination. Functionalization at C2, C4, and C5 positions of silacyclopentenol was achieved based on the regio- and stereoselective nucleophilic substitution reaction of epoxides. We have synthesized multifunctionalized silacyclopentanes in a highly selective manner from enantioenriched silacyclopentenol, which is readily accessible from achiral silacyclopentene oxide by enantioselective beta-elimination. Functionalization at C2, C4, and C5 positions of silacyclopentenol was achieved based on the regio- and stereoselective nucleophilic substitution reaction of epoxides.
引用
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页数:4
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