Foreword VII

Preface XIII

Part 1 Introduction 1

1.1 History of Synthesis 3

1.2 Milestones in Structure Elucidation 23

1.3 Milestones in Organic Synthesis 41

Part 2 Strategy and Tactics 79

2.1 Introduction 81

2.2 Principles and Issues Impacting Synthesis (Strategy) 87

2.3 Principles and Issues Impacting Design - Dimensional Analysis (Strategy) 129

2.4 Principles and Issues of Methods (Tactics) 165

Part 3 Comparative Design: Classics in Terpene Synthesis 205

3.1 Introduction 207

3.2 Juvenile Hormones 217

3.3 Cedrenes 229

3.4 Zizaanes 255

3.5 Hydroazulenes 277

3.6 Vernolepin 341

3.7 Triquinanes 361

3.8 Compactin 431

3.9 Aphidicolin 449

3.10 Miscellaneous Terpenes 469

3.11 Taxol 499

Part 4 Comparative Design: Classics in Alkaloid Synthesis 525

4.1 Introduction 527

4.2 Lycopodium Alkaloids 573

4.3 Daphniphyllum Alkaloids 603

4.4 Pyrrolizidine Alkaloids 617

4.5 Cephalotaxus Alkaloids 655

4.6 Amaryllidaceae Constituents 689

4.7 Morphine 727

4.8 Indole Alkaloids 759

Part 5 Miscellaneous Compounds 843

5.1 Introduction 845

5.2 Palytoxin 891

5.3 Indinavir 909

Part 6 Outlook 917

6.1 Introduction 919

6.2 A Short History of Accomplishments in Synthesis 921

6.3 Factors Influencing the Practice of Organic Synthesis 923

Part 7 Acknowledgments 945

Part 8 Appendix 947

8.1 Abbreviations, Acronyms, and Symbols 949

8.2 Guide to the Literature 953

Subject index 957

Author index 995

Index of personal recollection 1003

INTRODUCTION
The History of Synthesis
Milestones in Structure Elucidation
Milestones in Organic Synthesis

STRATEGY AND TACTICS
Principles and Issues Impacting Synthesis (Strategy)
Principles and Issues Impacting Design -
Dimensional Analysis (Strategy)
Principles and Issues of Methods (Tactics)

COMPARATIVE DESIGN: CLASSICS IN TERPENE SYNTHESIS
Juvenile Hormones
Cedrenes
Zizaanes
Hydroazulenes
Vernolepin
Triquinanes
Compactin
Aphidicolin
Miscellaneous Diterpenes
Taxol

COMPARATIVE DESIGN: CLASSICS IN ALKALOID SYNTHESIS
Introduction
Lycopodium Alkaloids
Daphniphyllum Alkaloids, Daphnilactone A
Pyrrolizidine Alkaloids
Amaryllidaceae Alkaloids
Morphine
Indole Alkaloids

MISCELLANEOUS SYNTHESES
Maytansine and Other Macrocyclic Natural Products
Palytoxin
Brevetoxins and Other Linear Polycyclic Ethers
Indinavir
OUTLOOK