Stereoselective synthesis : lectures honouring Prof. Dr. Dr. h.c. Rudolf Wiechert

Bibliographic Information

Stereoselective synthesis : lectures honouring Prof. Dr. Dr. h.c. Rudolf Wiechert

E. Ottow, K. Schöllkopf, B.-G. Schulz, eds.

Springer-Verlag, c1993

  • : Berlin
  • : New York

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Note

Papers from a one-day symposium in honor of Wiechert's 65th birthday

Includes bibliographical references and index

Description and Table of Contents

Description

Devising methods and reagents for stereoselective synthesis is an intellectually demanding venture. Six experts on diastereo- and enantioselective synthesis contributed their papers to this volume. They were presented at a symposium on stereoselective synthesis to honour Professor Dr. Dr. h.c. Rudolf Wiechert's achievements in medicinal chemistry research. The symposium was organized by the Schering AG on the occasion of Professor Wiechert's 65th birthday.

Table of Contents

Steroids and Stereochemistry.- Enantioselective Catalysis with Chiral Metal Complexes.- 1. Introduction.- 2. Chiral C2-Symmetric Semicorrins.- 3. Analogues of Semicorrins: Aza-semicorrins and Bis (oxazolines).- 4. Pd-Catalyzed Allylic Substitution.- References.- New Aspects in Stereoselective Synthesis of Aminoalcohols and Amino Acids.- 1. The 1-3 segment.- 2. The 6-Position.- 3. Position 9: Prolines.- 4. Position 6, 8 or others: BAZ.- 5. Conclusion.- References.- Enzymemimetic C-C and C-N Bond Formations.- 1. Introduction.- 2. Enzymemimetic C-C Bond Formations.- 2.1. Diastereo-and Enantioselective C-C Bond Formations with a Chiral Dihydroxyacetone Phosphate Equivalent.- 2.2. Diastereo- and Enantioselective C-C Bond Formations with a Chiral Phosphoenolpyruvate Equivalent.- 2.3. Asymmetric Nucleophilic Acylations with Synthetic Equivalents for the "Active Aldehydes".- 3. Enzymemimetic C-N Bond Formations.- 4. Conclusion.- References.- Synthesis of Natural Products of Polyketide Origin, an Exemplary Case.- 1. Aims of Natural Product Synthesis, Changes over Time.- 2. New Methods for the Synthesis of Polyketide Derived Natural Products.- 3. Linear Synthesis of a Protected seco-Aacid of 9(S)-Dihydroerythronolide A.- 4. The Macrolactonization to 9(S)-Dihydroerythronolide A.- References.- Progress in the Diels/Alder Reaction Means Progress in Steroid Synthesis.- 1. Evaluation of the Diels/Alder Reaction: Cantharidin.- 2. Evaluation of the Diels/Alder Reaction: Norgestrel.- 2.1 Norgestrel Synthesis with Intramolecular Diels/Alder Reaction.- 2.2 Norgestrel Synthesis with Intermolecular Diels/Alder-Reaction.- 3. Parerga.- References.

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