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Alebastrov, O. V.; Ралдугин, В. А.; Bagryanskaya, I. Yu.; Gatilov, Yu. V.; Шакиров, М. М.; Kulyjasov, A. T.; Адекенов, С. М.

doi:10.1023/a:1024860118389

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Guaiane Xanthane Pseudoguaiane and Patchoulane1

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2003

2015

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“…349 This years two different groups have studied the nitration of guaianolides. 350, 351 The first synthesis of dialkyl phosphonate derivatives of a sesquiterpene ␣-methylene-␥ -lactone, arglabin, has been described. 352 Ligustolide A 357 and ligustolide B 358 are two novel sesquiterpenes, which possess a rare carbon skeleton probably formed by rearrangement of a 9,10-epoxy-guaianolide.…”

Section: Guaiane Xanthane Pseudoguaiane and Patchoulanementioning

confidence: 99%

Natural sesquiterpenoids

Fraga

2004

Nat. Prod. Rep.

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Section: Guaiane Xanthane Pseudoguaiane and Patchoulanementioning

confidence: 99%

Natural sesquiterpenoids

Fraga

2004

Nat. Prod. Rep.

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Synthesis and Crystal Structure of a New Methoxytrichloro Derivative of Achillin.

et al. 2003

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Trends in the Synthesis and Functionalization of Guaianolides

2015

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Guaianolides constitute a large and diverse group of biologically active sesquiterpenes. Guaianolide and seco‐guaianolides can also be used as, for example, scaffolds for the development of new active molecules that are readily accessible by synthetic methods. Nevertheless, these lactones often have complex structures that make their synthesis difficult. The aim of this microreview is to provide an overview of the developments in guaianolide synthesis by the two major synthetic strategies: semi‐synthesis and total synthesis. Partial and total syntheses of guaianolides are described, with particular emphasis placed on the methods reported in the last decade. The methods discussed include rearrangements, cycloadditions, ring‐closing metathesis, the use of transition‐metal catalysts, photochemical reactions, and other recently developed techniques as key steps.

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Cited by 3 publications

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Natural sesquiterpenoids

Natural sesquiterpenoids

Synthesis and Crystal Structure of a New Methoxytrichloro Derivative of Achillin.

Trends in the Synthesis and Functionalization of Guaianolides

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