Rh(I)-catalyzed regio- and stereospecific carbonylation of 1-(1-alkynyl)cyclopropyl ketones: a modular entry to highly substituted 5,6-dihydrocyclopenta[c]furan-4-ones.
Efficient route: A novel Rh(I)-catalyzed regio- and stereospecific carbonylation reaction of (1-alkynyl)cyclopropyl ketones by selective activation of a carbon-carbon sigma bond of the cyclopropane ring was demonstrated (see scheme). This method provides a general, efficient, stereoselective route to synthesise 1,3,5-trisubstituted and 1,3,5,6-tetrasubstituted 5,6-dihydrocyclopenta[c]furan-4-one with convertible functional groups.
Zhang
Yanqing
Y
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, PR China.
Chen
Zuliang
Z
Xiao
Yuanjing
Y
Zhang
Junliang
J
D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D005663:Furans; D007659:Ketones; D012238:Rhodium