Oxidative cyclization for the synthesis of complex tetrahydrofuran-containing natural products
2013 ◽
Vol 85
(6)
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pp. 1175-1184
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Keyword(s):
The osmium-catalyzed oxidative cyclization of vicinal diols onto proximal olefins to generate 2,5-cis-substituted tetrahydrofurans (THFs) has been exploited as the key step for the construction of several complex THF-containing natural products, namely, the annonaceous acetogenins cis-sylvaticin, sylvaticin, and the excitatory amino acid neo-dysiherbaine A. Recently modified conditions that employ a Lewis acid enable the cyclization to proceed under milder conditions, providing greater tolerance to acid-sensitive functional groups, as demonstrated in two of the syntheses. Flexibility for the construction of 2,5-trans-THFs was demonstrated in the synthesis of sylvaticin by utilization of an intramolecular hydride-shift sequence.
2018 ◽
Vol 15
(2)
◽
pp. 221-229
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ATP potently modulates anion channel-mediated excitatory amino acid release from cultured astrocytes
2002 ◽
Vol 283
(2)
◽
pp. C569-C578
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Keyword(s):
Commissural Interneurons in Rhythm Generation and Intersegmental Coupling in the Lamprey Spinal Cord
1999 ◽
Vol 81
(5)
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pp. 2037-2045
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Keyword(s):
1995 ◽
Vol 15
(5)
◽
pp. 3468-3474
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Keyword(s):