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Total synthesis
About: Total synthesis is a research topic. Over the lifetime, 25578 publications have been published within this topic receiving 489319 citations.
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01 Jan 1986
TL;DR: The aim is to provide a model for the hydroxylation site of the fungus beauveria sulfurescens and suggest approaches to chiral building blocks for natural products synthesis.
Abstract: Lectures.- Baker's yeast mediated preparation of carbohydrate-like chiral synthons.- Alcohol dehydrogenase catalysed oxidoreduction reactions in organic chemistry.- On the use of viologen dyes for stereospecific bioreduction.- Approaches to chiral building blocks for natural product synthesis.- Use of microorganisms for the resolution of synthetically useful bicyclo[ 3.2.0] hept-2-en-6-ones.- The scope of biocatalysts in organic chemical processing.- Enantioselective synthesis of biologically active cyclopentanoids via enzyme catalysed asymmetric reactions.- Creation of novel chiral synthons with pig liver esterase: application to natural product synthesis and the substrate recognition.- Application of microbial transformations in the total synthesis of natural products.- Approaches to chiral building blocks for natural products synthesis.- Synthesis of enantiomerically pure unnatural compounds via non-biomimetic homoaldol reactions.- Aldolases as catalysts in organic synthesis.- Immobilised redox enzymes and their use as catalysts for fine chemical synthesis.- Applications of microbes and microbial enzymes in environmental control and organic synthesis.- Synthesis of chirally labelled substrates using enzymes.- Synthesis of L-amino acids by isolated enzymes and microorganisms.- Development of an enzyme reactor for food chemistry.- Preparation and properties of semisynthetic flavoenzymes.- The study and redesign of enzymes by protein engineering.- Evolutionary guidance and the engineering of enzymes.- Posters.- Baker's yeast mediated synthesis of protected ?-hydroxyaldehydes.- Enantioselective PLE-catalyzed hydrolysis of meso-dimethyl tetrahydrophthalate on a 100 mole scale - protection of the enzyme by addition of bovine serum albumin.- Enantio- and diastereoselectivity of microsomal epoxide hydrolase: potential applications to the preparation of non-racemic epoxides and diols.- Efficient enzymic production of enantiomerically pure amino acids.- Biohydroxylation of non activated carbon atoms. A model for the hydroxylation site of the fungus beauveria sulfurescens.- "Sterols Bioconversions in systems with an organic phase".- Second-generation biocatalysis.- Round-table discussions.- I. Nicotinamide recycling.- II. Enzymatic hydrolysis of nitriles, amides, urethanes and carbonates.- III. Enzymes in organic solvents. Enzymatic esterification.- IV. General discussion "Where do we go?". Conclusions and suggestions.- - Chiral building blocks.- - Role of enzymes in protection and deprotection.- - Regioselective reactions using enzymes.- - New areas for enzyme applications.- - Artificial coenzymes, genetic - and proteinengineering.- - Requests from synthetic organic chemists.- - Final remarks.- List of contributors.
111 citations
TL;DR: This work features a highly stereoselective synthesis of the C(10) quaternary center and the central furanoindoline core enabled by an iminium-catalyzed alkylation-cyclization cascade.
Abstract: A total synthesis of the marine natural product diazonamide A (1) has been accomplished. This work features a highly stereoselective synthesis of the C(10) quaternary center and the central furanoindoline core enabled by an iminium-catalyzed alkylation–cyclization cascade. Additionally, a magnesium-mediated intramolecular macroaldolization and a palladium-catalyzed tandem borylation/annulation were developed to enable the closure of the two 12-membered macrocycles of diazonamide A. This synthesis involves 20 steps in its longest linear sequence and proceeds in 1.8% overall yield.
111 citations
111 citations
TL;DR: In this article, the scope and preparative synthetic applications of the hetero Diels-Alder (HDA) reaction are discussed, as a key step in the total synthesis of natural products.
Abstract: The synthetic utility and potential power of the Diels–Alder (D–A) reaction in organic chemistry is evident. These significances have been extended to the synthesis of a plethora and wide variety of heterocyclic compounds via [4 + 2] cycloaddition reactions, the so called hetero Diels–Alder (HDA) reaction. In this work we try to focus on the scope and preparative synthetic applications of the HDA reaction as a key step in the total synthesis of natural products.
111 citations
TL;DR: This Account is meant to be an overview of methods which are classified as oxidative, hydrolytic, and reductive cleavage procedures which are compatible with a wide range of functionalities.
Abstract: Deprotonation of enantiomerically pure hydrazones and subsequent trapping with suitable electrophiles generates new stereogenic centers with excellent stereoselectivity. To liberate the original carbonyl functionality in the final products, it is necessary to cleave the hydrazone moiety. In recent years, many reagents have been developed to regenerate carbonyl compounds from the corresponding dialkylhydrazones which are compatible with a wide range of functionalities. This has allowed the use of hydrazones in the total synthesis of complex natural products. This Account is meant to be an overview of methods which are classified as oxidative, hydrolytic, and reductive cleavage procedures.
111 citations