The structures of α and β-pipitzols

Walls, F.; Padilla, Juan; Joseph‐Nathan, Pedro; Giral, Francisco; Romo, J.

doi:10.1016/s0040-4039(01)84094-6

Cited by 60 publications

(41 citation statements)

References 5 publications

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“…200 The structure of pipitzol was later revised to a 7-membered ring with a carbonyl bridge and the mechanism of this type of [5+2] cycloaddition was studied in detail. 201–207 …”

Section: Synthesis Of Naturally Occurring Tropones and Tropolonesmentioning

confidence: 99%

Synthesis of naturally occurring tropones and tropolones

et al. 2014

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Tropones and tropolones are an important class of seven-membered non-benzenoid aromatic compounds. They can be prepared directly by oxidation of seven-membered rings. They can also be derived from cyclization or cycloaddition of appropriate precursors followed by elimination or rearrangement. This review discusses the types of naturally occurring tropones and tropolones and outlines important methods developed for the synthesis of tropone and tropolone natural products.

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“…200 The structure of pipitzol was later revised to a 7-membered ring with a carbonyl bridge and the mechanism of this type of [5+2] cycloaddition was studied in detail. 201–207 …”

Section: Synthesis Of Naturally Occurring Tropones and Tropolonesmentioning

confidence: 99%

Synthesis of naturally occurring tropones and tropolones

et al. 2014

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“…[57] Most of the studies reported so far dealt with intramolecular [5 + 2] cycloadditions of oxidopyrylium species with alkenes and have been covered in previous reviews published independently by Trivedi et al and Radhakrishnan.…”

Section: Intramolecular [5 + 2] Cycloadditions Of Oxidopyrylium Ionsmentioning

confidence: 99%

Recent Developments in the [5+2] Cycloaddition

Pellissier¹

2011

Adv Synth Catal

207

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The rapid generation of molecular complexity in a relatively easy manner has made the [5 + 2] cycloaddition approach a highly useful tool in the synthesis of a wide number of complex natural products and important biologically active products containing seven-membered rings. Besides the common and highly efficient [5 + 2] cycloadditions of oxidopyrylium and oxidopyridinium ions with p-systems which offer an easy access to a wide range of novel heterocyclic seven-membered ring molecules with a oxygen or nitrogen bridge, and the less employed [5 + 2] photocycloadditions, the metal-catalyzed [5 + 2] cycloadditions have attracted a lot of attention and have become one of the most popular ways of constructing seven-membered ring products. All these cycloadducts can be synthetically manipulated easily toward a number of interesting molecular structures with high potential applications.

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“…[3] A synthesis of (+)-elisapterosin B by Rawal et al followed soon after. [7] Herein we describe total syntheses of both (À)-colombiasin A (1) and (À)-elisapterosin B (2) in which a Moore rearrangement [8] of vinylcyclobutene 14 is used to set up intramolecular [4+2] [4][5][6] and [5+2] [7,9] cycloaddition reactions leading to the target compounds.…”

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confidence: 99%