Low-valent titanium-mediated cyclopropanation of vinylogous esters.
[reaction: see text] Inter- and intramolecular titanium-mediated cyclopropanation reactions of vinylogous esters are reported. Comparison between the Kulinkovich cyclopropanation of esters and vinylogous esters provides mechanistic insight regarding reaction variables such as reaction temperature, solvents, and a Lewis acid additive.
Masalov
Nikolai
N
Department of Chemistry, Wayne State University, 5101 Cass Ave., Detroit, Michigan 48202, USA.
Feng
Wei
W
Cha
Jin Kun
JK
D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D014025:Titanium / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D003521:Cyclopropanes; D004952:Esters; D007202:Indicators and Reagents; D014753:Vinyl Compounds; D014025:Titanium