Solidphase Synthesis of Natural Products and Natural Productlike Libraries 613

K. C. Nicolaou and Jeffrey A. Pfeffferkorn

21.1 Introduction 613

21.2 Solid-phase Derivatization of Natural Product Scaffolds -Combinatorial Semisynthesis 614

21.2.1 Solid-phase Semisynthesis of Rauwoi/à Alkaloids 615

21.2.2 Solid-phase Synthesis of Purine Derivatives 617

21.2.3 Solid-phase Semisynthesis of a Taxoid Library 618

21.2.4 Solid-phase Semisynthesis of Sarcodictyns A and B and Libraries Thereof 620

21.2.5 Solid-phase Semisynthesis of Vancomycin 623

21.3 Solid-phase Total Synthesis of Natural Products - Combinatorial Total Synthesis 626

21.3.1 Solid-phase Synthesis of Prostaglandins and Libraries Thereof 626

21.3.2 Solid-phase Synthesis of Epothilone A and Libraries Thereof 628

21.3.3 Solid-phase Synthesis of (S)-Zearalenone 630

21.3.4 Solid-phase Synthesis of (DL)-Muscone and Libraries Thereof 632

21.3.5 Solid-phase Synthesis of the Vitamin D3 System 633

21.3.6 Solid-phase Synthesis of Carpanone-like Molecules 634

21.4 Combinatorial Solid-phase Synthesis of Natural Product-like Libraries 634

21.5 Conclusion 639

21.6 Addendum 639 References 640

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