Synthesis of (±)‐Panduratin A and Related Natural Products Using the High Pressure Diels–Alder Reaction | Zendy

Pasfield Luke A. | Zendy; de la Cruz Laura | Zendy; Ho Junming | Zendy; Coote Michelle L. | Zendy; Otting Gottfried | Zendy; McLeod Malcolm D. | Zendy

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Synthesis of (±)‐Panduratin A and Related Natural Products Using the High Pressure Diels–Alder Reaction

Author(s) -

Pasfield Luke A.,

de la Cruz Laura,

Ho Junming,

Coote Michelle L.,

Otting Gottfried,

McLeod Malcolm D.

Publication year - 2013

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201200171

Subject(s) - chemistry , diels–alder reaction , organic chemistry , combinatorial chemistry , stereochemistry , catalysis

Under pressure: Panduratin A ( 1 ) has been synthesized in six steps including a high pressure Diels–Alder reaction. This divergent sequence also allowed the synthesis of 4‐hydroxypanduratin A, panduratin H, panduratin I, nicolaioidesin B, and 2‐hydroxyisopanduratin A. The binding of panduratin A to the dengue virus NS2B‐NS3 protease was investigated by NMR spectroscopy.

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