Lange erwartet, fachlich erstklassig. und erfrischend anders: Stephen Hanessian, einer der weltweit führenden Experten für organische Synthesechemie, diskutiert in diesem Band seine Sicht der Synthese. Nach einer allgemeinen und motivierenden Einführung erläutert er die Darstellung enantiomerenreiner Verbindungen, den Chiron-Ansatz, die Analyse von Substrukturen, die Auswahl von Vorläuferverbindungen und natürlich die Syntheseplanung am Computer. Ein übersichtlicher Anhang fasst Reaktionen von Aminosäuren, Kohlenhydraten, Hydroxysäuren und Terpenen zusammen.

Hersteller:
Wiley-VCH GmbH
[email protected]
Boschstr. 12
DE 69469 Weinheim

InhaltsangabePREFACE THE CONCEPT OF SYNTHESIS Organic Synthesis as a Central Science Organic Chemistry and the Public The 'Small Molecules' of life Nature's Rules Organic Synthesis as a Mental and Visual Science Art, Architecture, and Synthesis Simplification of Complexity Seeing Through the Mind's Eye Beauty is in the Eye of the Beholder THE 'WHY' OF SYNTHESIS Nature the Provider, Healer, and Enticer The Supply Problem From Bench to Market Thank you Nature! Chasing Bugs with a Purpose Structurebased Organic Synthesis Almost There. or Just Arrived The Futility of it All Synthesis as a Seeker of the Truth Nature as the Ultimate Synthesizer A Brave New Chemical World Exploring New Synthetic Methods THE 'WHAT' OF SYNTHESIS Periods, Trends, and Incentives A Century of Synthesis We the 'Synthesis People' Complex and Therapeutic too! Peptidomimetics and Unnatural Compounds Diversity Through Complexity THE 'HOW' OF SYNTHESIS The Visual Dialogue The Psychobiology of Synthesis Planning The Agony and Ecstasy of Synthesis Rembrandt Meets Woodward The Post Woodwardian Era Catalysis and Chirality in Total Synthesis SOURCES OF ENANTIOPURE COMPOUNDS Optical Resolution Chemical Kinetic Resolution (KR) Cellfree Enzymemediated Enantiopure Compounds Cellfree Chemoenzymatic Methods Metalcatalyzed Dynamic Kinetic Resolution (DKR) Biocatalytic Methods for Enantiopure Compounds Applications of Enzymatic and Chemoenzymatic Methods Chemical Asymmetric Synthesis of Enantiopure Compounds Enantiopure Compounds from Nature THE CHIRON APPROACH Living Through a Total Synthesis Principles of the Chiron Approach Anatomy of a Synthesis NATURE'S CHIRONS AlphaAmino Acids Carbohydrates AlphaHydroxy Acids Terpenes Cyclitols FROM TARGET MOLECULE TO CHIRON Where's Waldo? Apparent Chirons Partially Hidden Chirons Hidden Chirons Chirons as 'Sacrificial Lambs' Locating alpha-Amino Acid-type Substructures Locating Carbohydrate-type Substructures Locating Hydroxy Acid-type Substructures Locating Terpene-type Substructures Locating Carbocyclic-type Substructures Locating Chirons Derived from Lactones APPLICATIONS OF THE CHIRON APPROACH Category I Target Molecules Category II Target Molecules Category III Target Molecules Prelude to Total Synthesis of Category I Molecules TOTAL SYNTHESIS FROM ALPHA-AMINO ACID PRECURSORS Actinobolin Aspochalasin B Cephalotaxine 329 AlphaKainic Acid (W. Oppolzer) AlphaKainic Acid (P. T. Gallagher) Croomine Biotin Salinosporamide A Thienamycin FR901483 Tuberostemonine Phyllanthine Oscillarin entCyclizidine Pactamycin Miscellanea TOTAL SYNTHESIS FROM CARBOHYDRATE PRECURSORS Ajmalicine entActinobolin Trehazolin and Trehazolamine Fomannosin 9aDesmethoxy Mitomycin A Saxitoxin and ß-Saxitoxinol entDecarbamoyl Saxitoxin Zaragozic acid A Hemibrevetoxin B Carbohydrates in Synthesis and in Biology Miscellanea TOTAL SYNTHESIS FROM HYDROXY ACIDS Griseoviridin Halicholactone Brasilenyne Octalactin A (3Z)Dactomelyne UCS1025A Jerangolid A Miscellanea TOTAL SYNTHESIS FROM TERPENES Picrotoxinin Eucannabinolide Trilobolide and Thapsivillosin F Briarellin E and F Samaderine Y Ambiguine H and Hapalindole U Platensimycin Phomactin A Pinnaic Acid Fusicoauritone Miscellanea TOTAL SYNTHESIS FROM CARBOCYCLIC PRECURSORS Punctatin A Acanthoic Acid Stachybocin Spirolactam Scabronine G Chapecoderin A Dragmacidin F Reserpine Fawcettimine Tamiflu Miscellanea TOTAL SYNTHESIS WITH LACTONES AS PRECURSORS Megaphone Dihydromevinolin Mannostatin A Furaquinocin C Miscellanea SINGLE TARGET MOLECULE-ORIENTED SYNTHESIS Synchronicity Joining Forces Backtoback Publishing Same Year Publications Single Target Molecules with Special Relevance Quinine Lactacystin T

Leseprobe