Ullapu, Punna Reddy Kim, Young Seub Lee, Jae Kyun Pae, Ae Nim Kim, Youseung Min, Sun-Joon Cho, Yong Seo 2024-01-20T16:33:30Z 2024-01-20T16:33:30Z 2021-09-04 2011-08 1861-4728 https://pubs.kist.re.kr/handle/201004/130142 An efficient synthesis of 3,4-dimethylidene oxacycles including oxolanes and oxepanes through Prins-type cyclization of hydroxy(allenylmethyl)silanes is described. We have shown that 2-substituted tetrahydrofuran derivatives could be produced by using this strategy although the 5-endo-trig cyclization mode is stereoelectronically disfavored. We also applied our method to the stereoselective synthesis of 2,7-cis-3,4-dimethylidene oxepanes, which were used for constructing more complex ring systems, such as polyether bicycles or tricycles. English WILEY-BLACKWELL Synthesis of 3,4-Dimethylidene Oxacycles through Prins-Type Cyclization of Allenylmethylsilanes Article 10.1002/asia.201100162 1 CHEMISTRY-AN ASIAN JOURNAL, v.6, no.8, pp.2091 - 2099 CHEMISTRY-AN ASIAN JOURNAL 6 8 2091 2099 N scie scopus 000294112200033 2-s2.0-79961063236 Chemistry, Multidisciplinary Chemistry Article STEREOSELECTIVE-SYNTHESIS POLYSUBSTITUTED TETRAHYDROPYRANS 2,6-DISUBSTITUTED DIHYDROPYRANS NATURAL-PRODUCTS ACID ALDEHYDES ALCOHOLS FACILE SYSTEM UNITS aldehydes C-C bond formation cyclization heterocycles stereoselectivity