Publisher： Blackwell Publishing
E-ISSN： 1099-0690|2015|24|5389-5392
ISSN： 1434-193X
Source： European Journal of Organic Chemistry, Vol.2015, Iss.24, 2015-08, pp. : 5389-5392
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Abstract
A fluoride-induced termination of Prins cyclization has been observed using a tethered alkyne and stoichiometric amounts of AgSbF6 and found to generate a novel series of 6-fluoro-1-aryl-hexahydro-1H-isochromene derivatives in good yields with excellent selectivity. This is the first report of the synthesis of fluoro-substituted oxabicycles. In this tandem process, three reactions occur in one-pot to leading to installation of three contiguous stereocenters. A fluoride-induced termination of the Prins cyclization observed with a tethered alkyne in the presence of AgSbF6 affords a novel series of 6-fluoro-1-aryl-hexahydro-1H-isochromene derivatives.
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