Autor: |
Koichiro Miyazaki, Yu Yamane, Ryuichiro Yo, Hidemitsu Uno, Akio Kamimura |
Jazyk: |
angličtina |
Rok vydání: |
2013 |
Předmět: |
|
Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 1326-1332 (2013) |
Druh dokumentu: |
article |
ISSN: |
1860-5397 |
DOI: |
10.3762/bjoc.9.149 |
Popis: |
Bicyclodihydrosiloles were readily prepared from optically active enyne compounds by a radical cascade reaction triggered by tris(trimethylsilyl)silane ((Me3Si)3SiH). The reaction was initiated by the addition of a silyl radical to an α,β-unsaturated ester, forming an α-carbonyl radical that underwent radical cyclization to a terminal alkyne unit. The resulting vinyl radical attacked the silicon atom in an SHi manner to give dihydrosilole. The reaction preferentially formed trans isomers of bicyclosiloles with an approximately 7:3 to 9:1 selectivity. |
Databáze: |
Directory of Open Access Journals |
Externí odkaz: |
|