N

In addition conjugate "umpolung" relates to a process in which α β-unsaturated aldehydes 3 are transformed into d 3-nucleophiles or homoenolate equivalents 4 through addition of a nucleophilic catalyst across the aldehyde functionality a peculiar feature that has been used for the straightforward synthesis of γ-butyrolactones through reaction with aromatic aldehydes

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Ben Greatrex

Palladium-Catalyzed Suzuki–Miyaura Heck and Hydroarylation Reactions on (–)-Levoglucosenone and Application to the Synthesis of Chiral γ-Butyrolactones Eur J Org Chem 2015(32): 6999-7008 Stockton K P S A Glover and B W Greatrex (2015) Nucleophilic trapping of alkoxy-stabilized oxyallyl systems generated from inosose 2-O

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A New Synthesis of γ

PubAg Main content area A New Synthesis of γ-Butyrolactones via AuCl3- or Hg(II)-Catalyzed Intramolecular Hydroalkoxylation of 4-Bromo-3-yn-1-ols Author: Reddy Maddi Sridhar Kumar Yalla Kiran Thirupathi Nuligonda Source: Organic letters 2012 v 14 no 3 pp 824-827 ISSN: 1523-7052 Subject: Lewis acids alcohols chemical reactions chemical structure mercury regioselectivity

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N E W S — Research Group of Prof Dr B Breit

The utility of this methodology is demonstrated by both a reaction performed on large scale and a short three-step synthesis of two naturally occurring γ-butyrolactones A stereochemical model explaining the observed absolute configuration of the products based on DFT calculations is given

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N

In addition conjugate "umpolung" relates to a process in which α β-unsaturated aldehydes 3 are transformed into d 3-nucleophiles or homoenolate equivalents 4 through addition of a nucleophilic catalyst across the aldehyde functionality a peculiar feature that has been used for the straightforward synthesis of γ-butyrolactones through reaction with aromatic aldehydes

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Sonochemical acceleration of conversion of 2

Sonochemical acceleration of conversion of 2-alkoxytetrahydrofurans to γ-butyrolactones synthesis of ()-quercus lactone-A Srikrishna A Nagaraju S Sharma G V R (1992) Sonochemical acceleration of conversion of 2-alkoxytetrahydrofurans to γ-butyrolactones synthesis of ()-quercus lactone-A Synthetic Communications 22 (8) pp 1127-1135 ISSN 0039-7911 Full text not available from

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Most recent papers in the journal ELife

For example avenolide (a butenolide) regulates production of avermectin derivatives of which are used in the treatment of river blindness and other parasitic diseases Butenolides and γ-butyrolactones control production of pharmaceutically important secondary metabolites by binding to TetR family transcriptional repressors Here we describe

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An efficient oxidative lactonization of 1 4

An efficient oxidative lactonization of 1 4-diols in acetone is accomplished by the well-defined ruthenium catalyst whose bifunctional nature underlies the high efficiency as well as unique chemo- and regioselectivity of the reaction which provides a rapid access to γ-butyrolactones including flavor lactones hinokinin and muricatacin

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Iodine(III)

Functionalized γ-butyrolactones are privileged structures in the field of medicinal chemistry they are found in numerous natural products and synthetic compounds with diverse biological activities The oxidative ring contraction of 3 4-dihydropyran-2-one derivatives represents a promising yet underappreciated strategy to access these compounds To the best of our knowledge very few

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Iodine(III)

Functionalized γ-butyrolactones are privileged structures in the field of medicinal chemistry they are found in numerous natural products and synthetic compounds with diverse biological activities The oxidative ring contraction of 3 4-dihydropyran-2-one derivatives represents a promising yet underappreciated strategy to access these compounds To the best of our knowledge very few

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David Hodgson publications 135) ' Generation and Electrophile Trapping of N-Boc-2-Lithio-2-azetine: Synthesis of 2-Substituted-2-Azetines ' D M Hodgson C I Pearson and M Kazmi Org Lett 2014 16 856 DOI: 10 1021/ol403626k 134) 'An Approach to Hyperolactone C and Analogues using Late Stage Conjugate Addition on an Oxonium Ylide-Derived Spirofuranone' D M Hodgson E Moreno

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Direct Organocatalytic Multicomponent Synthesis of

An expedient and straightforward protocol is developed for the synthesis of highly enantiopure synthesis of γ-butyrolactones For the first time one pot enantioselective organocatalytic multicomponent reaction (OMCR) is explored to construct functionalized butyrolactones without the use of pre-functionalized substrates and expensive transition metals

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Archive ouverte HAL

New N-acylhomoserine lactone (AHL) analogues in which the amide function is replaced by a reverse-amide one have been studied as AHL QS modulators The series of compounds consists of α-(N-alkyl-carboxamide)-γ-butyrolactones α-(N-alkyl-sulfonamide)-γ-butyrolactones and 2-(N-alkyl-carboxamide)-cyclopentanones and cyclopentanols Most active compounds exhibited antagonist

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Chemical ecology of antibiotic production by

Development and antibiotic production by actinomycetes are strongly linked to the nutrient status of the environment The best known examples in Streptomyces γ-butyrolactones (GBLs) are small hormone-like signalling molecules that are known to influence chemical and morphological differentiation

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eprints whiterose ac uk

The high natural abundance and varied biological activities of α-alkylidene-γ-butyrolactones has propagated much effort to develop efficient methods for their synthesis 1 With this in mind we recently introduced a new catalytic approach to convert α-diazo-α-(diethoxyphosphoryl)acetates 1 into α-alkylidene-γ-butyrolactones 4 via a telescoped C–H insertion/olefination sequence

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Most recent papers in the journal ELife

For example avenolide (a butenolide) regulates production of avermectin derivatives of which are used in the treatment of river blindness and other parasitic diseases Butenolides and γ-butyrolactones control production of pharmaceutically important secondary metabolites by binding to TetR family transcriptional repressors Here we describe

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Synthesis of the tetrahydrofuran unit of varitriol and γ

Mahadevegowda S H and Khan Faiz Ahmed (2014) Synthesis of the tetrahydrofuran unit of varitriol and γ- butyrolactones from 5-oxabicyclo[2 1 1]hexane derivative via oxidative cleavage reactions Tetrahedron Letters 55 (14) pp 2266-2269 ISSN 0040-4039 Full text not available from this repository Request a copy

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γ

Small signalling molecules called γ-butyrolactones are mainly produced by Streptomyces species in which they regulate antibiotic production and morphological differentiation Their molecular mechanism of action has recently been unravelled in several streptomycetes revealing a diverse and complex system γ-Butyrolactones and their receptors also occur in some other Actinobacteria

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