Tandem radical reactions and ring-closing metathesis. Application in the synthesis of cyclooctenes.
[reaction: see text] Fumarate- and acrylate-substituted oxazolidinones undergo tandem radical reaction to form dienes in moderate to good yields. The resulting dienes provide cyclooctenes in moderate to good yields after ring-closing metathesis (RCM). The role of the carbon backbone substituents and other variables in the efficiency of the eight-membered ring formation is discussed.
Sibi
Mukund P
MP
Department of Chemistry, North Dakota State University, Fargo, North Dakota, 58015-5516, USA. mukund.sibi@ndsu.nodak.edu
Aasmul
Mona
M
Hasegawa
Hikaru
H
Subramanian
Thangaiah
T
D000475:Alkenes / Q000138:chemical synthesis*; D005609:Free Radicals
D000475:Alkenes; D005609:Free Radicals