Advertisement

Topics

Asymmetric Vinylogous Aldol-type Reactions of Aldehydes with Allyl Phosphonate and Sulfone.

08:00 EDT 16th March 2019 | BioPortfolio

Summary of "Asymmetric Vinylogous Aldol-type Reactions of Aldehydes with Allyl Phosphonate and Sulfone."

Two catalytic asymmetric vinylogous aldol-type reactions of aldehydes with allyl phosphonate and allyl sulfone have been uncovered in good to high yields for the first time. The bulky ligand-(R)-DTBM-SEGPHOS-was found to be the key to perfectly control both regio- and enantioselectivities. Transformations of the vinylogous products (including Horner-Wadsworth-Emmons and Julia olefinations) were successfully realized by virtue of the phosphonate and sulfone moieties. Moreover, the present methodology was successfully applied in the asymmetric synthesis of natural products.

Affiliation

Journal Details

This article was published in the following journal.

Name: iScience
ISSN: 2589-0042
Pages: 88-99

Links

DeepDyve research library

PubMed Articles [10254 Associated PubMed Articles listed on BioPortfolio]

Synthesis of Chiral γ,γ-Disubstituted γ-Butenolides via Direct Vinylogous Aldol Reaction of Substituted Furanone Derivatives with Aldehydes.

An organocatalyzed method for synthesizing chiral γ,γ-disubstituted γ-butenolides via direct vinylogous aldol reactions of γ-substituted β,γ-butenolides with aldehydes is reported. This reaction...

Enantioselective Vinylogous Michael-Aldol Reaction To Synthesize Spirocyclohexene Pyrazolones in Aqueous Media.

An efficient asymmetric vinylogous Michael-aldol domino reaction between α-arylidene pyrazolinones and β,γ-unsaturated-α-ketoesters catalyzed by a chiral N, N'-dioxide-Sc complex in aqueous media ...

New Stereoselective Biocatalysts for Carboligation and Retro-Aldol Cleavage Reaction Derived from D-Fructose 6-Phosphate Aldolase.

D-fructose 6-phosphate aldolase (FSA) catalyzes the asymmetric cross-aldol addition of phenylacetaldehyde and hydroxyacetone. We conducted structure-guided saturation mutagenesis of non-catalytic acti...

Enantioselective Synthesis of Trifluoromethyl α,β-Unsaturated-δ-lactones via Vinylogous Aldol-Lactonization Cascade.

The novel vinylogous aldol-lactonization cascade of alkylidene oxindoles with trifluoromethylketones is presented. The reaction, catalyzed by a bifunctional tertiary amine, provides an efficient appli...

Acyclic remote 1,5- and 1,4,5-stereocontrol in the catalytic stereoselective reactions of β-lactams with aldehydes. The effect of N-methylimidazole ligand.

The application of the N-methylimidazole (N-MI) ligand in the Pd(0)/InI promoted allylations of aldehydes with β-lactam derived organoindiums enables the reaction of azetidin-2-ones with diversely su...

Clinical Trials [5219 Associated Clinical Trials listed on BioPortfolio]

Ciclosporin in the Management of Steroid Resistant Type 1 Reactions in Leprosy

Study 1B: Ciclosporin in the management of steroid resistant Type 1 Reactions in Leprosy Objective: A pilot study assessing the efficacy and safety of Ciclosporin as a second -line drug ...

Ciclosporin in the Management of New Type 1 Reactions in Leprosy

Study 1A: Ciclosporin in the management of new Type 1 Reactions in Leprosy Objective: A randomised double blind controlled trial comparing Ciclosporin and Prednisolone,to determine wheth...

Corneal Cross-linking and Refractive Surface Ablation in Patients With Asymmetric Corneas

The purpose of this study is to evaluate safety and efficacy of corneal cross-linking and photorefractive keratectomy for refractive correction in patients with bilateral asymmetric topogr...

The Effect of Asymmetric Spinal Stabilization Exercise on Scoliosis

The purpose of this study is to evaluate the effect of asymmetric spinal stabilization exercise on scoliosis

COLLAGEN CROSS-LINKING WITH ULTRAVIOLET-A IN ASYMMETRIC CORNEAS

This study will assess changes in visual acuity and corneal symmetry after corneal collagen cross-linking (CXL) of asymmetric corneas.

Medical and Biotech [MESH] Definitions

Enzymes that catalyze a reverse aldol condensation. A molecule containing a hydroxyl group and a carbonyl group is cleaved at a C-C bond to produce two smaller molecules (ALDEHYDES or KETONES). EC 4.1.2.

One of a group of nonenzymatic reactions in which aldehydes, ketones, or reducing sugars react with amino acids, peptides, or proteins. Food browning reactions, such as those that occur with cooking of meats, and also food deterioration reactions, resulting in decreased nutritional value and color changes, are attributed to this reaction type. The Maillard reaction is studied by scientists in the agriculture, food, nutrition, and carbohydrate chemistry fields.

Alkenes with the general formula H2C=CH-CH2-R.

A type of connective tissue neoplasm arising from intralobular stroma of the BREAST. It is characterized by the rapid enlargement of an asymmetric firm mobile mass. Histologically, its leaf-like stromal clefts are lined by EPITHELIAL CELLS.

The synthesis by organisms of organic chemical compounds, especially carbohydrates, from carbon dioxide using energy obtained from light rather than from the oxidation of chemical compounds. Photosynthesis comprises two separate processes: the light reactions and the dark reactions. In higher plants; GREEN ALGAE; and CYANOBACTERIA; NADPH and ATP formed by the light reactions drive the dark reactions which result in the fixation of carbon dioxide. (from Oxford Dictionary of Biochemistry and Molecular Biology, 2001)

Advertisement
Quick Search
Advertisement
Advertisement

 


DeepDyve research library

Searches Linking to this Article