Gold(I)-catalyzed stereoselective olefin cyclopropanation.
A triphenylphosphinegold(I)-catalyzed cyclopropanation of olefins using propargyl esters as gold(I)-carbene precursors is reported. This reaction provided the basis for the use of a DTBM-SEGPHOS gold(I) complex as a catalyst in the enantioselective (up to 94% ee) preparation of vinyl cyclopropanes with high cis-selectivity.
Johansson
Magnus J
MJ
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Gorin
David J
DJ
Staben
Steven T
ST
Toste
F Dean
FD
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D003521:Cyclopropanes; D006046:Gold