Asymmetric Synthesis of 3,3′-Piperidinoyl Spirooxindoles and Discovery of Stereospecific Cycloadducts as Novel Hedgehog Pathway Modulators
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An enantioselective hetero-Diels–Alder reaction of alkylidene oxindoles and 2-aza-3-silyloxy-1,3-butadienes, catalyzed by divalent transition metal complexes with N,N′-dioxide ligands offered an efficient access to natural-product-based 3,3′-piperidinoyl spirooxindole class of small molecules. exo-Cycloadducts formed via stereospecific cycloaddition with Z-olefin displayed potent activity in modulation of hedgehog pathway.
2006 ◽
Vol 78
(2)
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pp. 257-265
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2000 ◽
Vol 11
(12)
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pp. 2509-2523
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2017 ◽
Vol 23
(21)
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pp. 4995-4999
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1986 ◽
Vol 19
(8)
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pp. 250-259
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