First total chemical synthesis of natural acyl derivatives of some phenolglycosides of the family Salicaceae

Belyanin, M. L.; Stepanova, Elena V.; Огородников, В. Д.

doi:10.1016/j.carres.2012.10.006

Cited by 24 publications

(12 citation statements)

References 24 publications

(23 reference statements)

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“…Изучение распространенности артериальной гипертензии у лиц, проживающих в условиях Крайнего Севера [14], показывает, что распространенность данного заболевания более выражена в группе лиц пришлого населения. При этом встречаемость в группах мужчин молодого возраста (21-36 лет) коренного и пришлого населения статистически не различается.…”

Section: обзорные статьиunclassified

The Experience of Diagnostic of Primary Progressive Multiple Sclerosis

Смертина¹,

Gryaznov²

2019

Scientific medical Bulletin of Ugra

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Всемирная организация здравоохранения выражает озабоченность проблемой питания и микронутриентной обеспеченности организма детей и их матерей. Ввиду того что питание кормящей матери значительно сказывается на состоянии здоровья новорожденного ребёнка, посредством грудного молока, питанию женщин репродуктивного возраста должно уделяться повышенное внимание. В статье представлены убедительные данные о важности отдельных микроэлементов и витаминов для растущего организма ребёнка. Подчеркивается актуальность исследования микронутриентного статуса кормящих матерей и грудных детей в условиях Севера.

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Section: обзорные статьиunclassified

The Experience of Diagnostic of Primary Progressive Multiple Sclerosis

Смертина¹,

Gryaznov²

2019

Scientific medical Bulletin of Ugra

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“…Model studies indicated that the hetero Diels–Alder reaction would proceed most readily with a highly electron‐deficient aldehyde, and this guided our selection of the peripheral groups on the aromatic ring. The synthesis (Scheme ) commenced with the known monoacylation and formylation of hydroquinone to yield the aldehyde 22 . Nitration followed by acylation with the anhydride 23 , prepared through dehydrative dimerization of the known (two steps from butyrolactone) acid, generated 24 .…”

Section: Figurementioning

confidence: 99%

Total Synthesis of Divergolides E and H

Caplan

Floreancig

2018

Angewandte Chemie

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This manuscript describes the first total syntheses of divergolides E and H. The route employs a telescoped hetero‐Diels–Alder and oxidative carbon–hydrogen bond cleavage as an entry into the central bridged bicyclic acetal unit. Additional key steps of the highly convergent route include a desymmetrizing epoxidation, a chelation‐controlled alkenylzinc addition, an amide formation between a hindered aniline and an acylating agent that is prone to ketene formation, and a challenging macrolactonization.

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“…Therefore the PMB ether required replacement. Thes ynthesis (Scheme 4) commenced with the known monoacylation and formylation [20] of hydroquinone to yield the aldehyde 22. TheTHP ether could, in principle,beintroduced earlier in the sequence and serve as as tereochemistry directing group.…”

mentioning

confidence: 99%

“…[19] Model studies indicated that the hetero Diels-Alder reaction would proceed most readily with ah ighly electrondeficient aldehyde,a nd this guided our selection of the peripheral groups on the aromatic ring. Thes ynthesis (Scheme 4) commenced with the known monoacylation and formylation [20] of hydroquinone to yield the aldehyde 22. Nitration followed by acylationw ith the anhydride 23, prepared through dehydrative dimerization of the known [21] (two steps from butyrolactone) acid, generated 24.T he incorporation of the unusual protecting group was necessary to enhance the electron deficiency of the aldehyde while providing ah andle for selective cleavage later in the sequence,asdescribed below.…”

mentioning

confidence: 99%

Total Synthesis of Divergolides E and H

Caplan

Floreancig

2018

Angew Chem Int Ed

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This manuscript describes the first total syntheses of divergolides Eand H. The route employs atelescoped hetero-Diels-Alder and oxidative carbon-hydrogen bond cleavage as an entry into the central bridged bicyclic acetal unit. Additional key steps of the highly convergent route include ad esymmetrizing epoxidation, ac helation-controlled alkenylzinc addition, an amide formation between ah indered aniline and an acylating agent that is prone to ketene formation, and ac hallenging macrolactonization.

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First total chemical synthesis of natural acyl derivatives of some phenolglycosides of the family Salicaceae

Cited by 24 publications

References 24 publications

The Experience of Diagnostic of Primary Progressive Multiple Sclerosis

The Experience of Diagnostic of Primary Progressive Multiple Sclerosis

Total Synthesis of Divergolides E and H

Total Synthesis of Divergolides E and H

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