Synthetic study of ravidomycin, a hybrid natural product
2000 ◽
Vol 72
(9)
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pp. 1783-1786
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Keyword(s):
Strategies and tactics associated with the total synthesis of hybrid natural products are discussed. The target is ravidomycin (2), one of the gilvocarcin-class antitumor antibiotics with an aryl C-glycoside structure. The first total synthesis of 2, which was achieved along similar lines of that of gilvocarcin V (1), served for the determination of the relative as well as the absolute stereochemistry of 2. Also revealed was a limitation of the synthetic scheme so long as the amino sugar congener was concerned. A preliminary result is discussed on the [2+2+2] approach that relies on the ready availability of various benzocyclobutene derivatives via regioselective [2+2] cycloaddition of α-alkoxybenzynes and ketene silyl acetals.
2003 ◽
Vol 75
(2-3)
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pp. 209-221
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1994 ◽
pp. 1881
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2007 ◽
Vol 72
(16)
◽
pp. 6127-6134
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2014 ◽
Vol 10
◽
pp. 1228-1232
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2005 ◽
Vol 46
(8)
◽
pp. 1307-1309
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2019 ◽
Vol 17
(31)
◽
pp. 7270-7292
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