Synthesis of indenyl ethers by gold(I)-catalyzed intramolecular carboalkoxylation of alkynes.
The gold(I)-catalyzed carboalkoxylation of alkynes to form indanone derivatives from readily available ortho-acetylenic benzylic ethers is described. Importantly, the gold(I)-catalyzed rearrangement of enantioenriched benzylic ethers proceeds with chirality transfer, thus providing a practical method for the enantioselective synthesis of indenyl ethers.
Dubé
Pascal
P
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Toste
F Dean
FD
D000480:Alkynes / Q000737:chemistry*; D001597:Benzylidene Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry; D007192:Indenes / Q000138:chemical synthesis*; D010084:Oxidation-Reduction
D000480:Alkynes; D001597:Benzylidene Compounds; D004987:Ethers; D007192:Indenes; D006046:Gold