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To demonstrate the synthetic utility of the current method,
the oxidation of product 2l could afford the lactone 3 in a high yield
(Scheme 3).
DOI: 10.1039/D0CC03285A
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Ph
Ph
DDQ (1.2 eq)
0 oC~rt, MeOH
O
O
91 %
2l
3
O
Scheme 3. Oxidation of 2l
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In conclusion, we have established an unprecedented
gold(I)-catalyzed cascade cyclization of enynols via a concerted
ring-open of cyclopropane and nucleophilic closure to afford
biologically important naphtho[2,3-c]pyran derivatives in a
one-pot reaction. This reaction features high yields, broad
substrate scope and easy operation. We anticipate that this
approach would be valuable in both natural products synthesis
and medicinal chemistry.
Conflicts of interest
There are no conflicts to declare.
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Acknowledgements
This work was supported by the National Natural Science
Foundation of China (21702170), Natural Science Foundation
of Shaanxi (2018JQ2072, 2019JQ647) and the Youth Training
Program of Northwest A&F University (Nos. 2452016006,
2452017034).
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CCDC – 1985419 contains the supplementary crystallographic data
for this paper. These data can be obtained free of charge from The
Cambridge
Crystallographic
Data
Centre
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