Au(I)-catalyzed efficient synthesis of functionalized bicyclo[3.2.0]heptanes.
An efficient Au(I)-catalyzed synthesis of highly strained and functionalized bicyclo[3.2.0]heptanes is developed. Subsequent couplings with various nucleophiles offer additional structural features/complexity. These one-pot, three-component reactions are proposed to proceed via a key 1,3-dipolar cycloaddition between a Au carbenoid-containing carbonyl ylide and ethyl vinyl ether.
Li
Guotao
G
Department of Chemistry/216, University of Nevada, Reno, 1664 North Virginia Street, Reno, Nevada 89557, USA.
Huang
Xiaogen
X
Zhang
Liming
L
D000480:Alkynes / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry; D005019:Ethyl Ethers / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D006536:Heptanes / Q000138:chemical synthesis*; D007659:Ketones / Q000737:chemistry; D058428:Silica Gel; D012822:Silicon Dioxide / Q000737:chemistry
D000480:Alkynes; D001643:Bridged Bicyclo Compounds; D003521:Cyclopropanes; D005019:Ethyl Ethers; D006536:Heptanes; D007659:Ketones; D058428:Silica Gel; C013333:ethyl vinyl ether; D006046:Gold; D012822:Silicon Dioxide