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    Online-Ressource
    Online-Ressource
    San Diego :Elsevier,
    Schlagwort(e): Stereochemistry. ; Electronic books.
    Materialart: Online-Ressource
    Seiten: 1 online resource (939 pages)
    Ausgabe: 1st ed.
    ISBN: 9781483163536
    Serie: Issn Series ; v.Volume 14
    Sprache: Englisch
    Anmerkung: Front Cover -- Stereoselective Synthesis (Part I) -- Copyright Page -- Table of Contents -- FOREWORD -- PREFACE -- CONTRIBUTORS -- Stereoselective Synthesis -- CHAPTER 1. STEREOSELECTIVE SYNTHESES OF DOXORUBICIN AND RELATED COMPOUNDS -- 1 INTRODUCTION -- 2 SURVEY OF STEREOSELECTIVE SYNTHESES -- 3 DERIVATIVES OF DOXORUBICIN -- 4 A NEW SYNTHESIS OF DAUNOMYCINONE AND SOME ANALOGUES -- ACKNOWLEDGEMENTS -- REFERENCES -- CHAPTER 2. TOTAL SYNTHESIS OF NOGALAMYCIN CONGENERS AND THEIR RELATED COMPOUNDS -- 1. Introduction -- 2. Synthetic Strategy -- 3. Chrial Synthesis of the DEF-Ring System of Nogalamycin -- 4. Chrial Synthesis of the CDEF-Ring System of Nogalamycin -- 5. Total Synthesis of (+)-Nogarene -- 6. Total Synthesis of (+)-7-Deoxynogarol -- 7. Total Synthesis of (+)-7-con-O-Methylnogarol -- 8. Synthesis and Antitumor Activity of Various Nogalamycin Congeners -- 9. Total Synthesis of (±)-7-con-O-Methylnogarol -- 10. Conclusion -- Acknowledgements -- References and Notes -- CHAPTER 3. SYNTHESIS OF THE TETRANIIC ACID ANTIBIOTICS -- Introduction -- Characterization -- Biosynthesis -- Biological Activity -- Acknowledgments -- References -- CHAPTER 4. The Syntheses of 3- and 4-Deoxy-hexoses -- 1. Introduction -- 2. The 3'-Deoxy-aminoglycoside Antibiotics -- 3. The 3-Deoxy and 4-Deoxyhexoses as Biochemical Tools -- 4. The Selective Deoxygenation of Common Sugars -- 5. The Homologation of 2-Deoxyrentoses -- 6. Total Asymmetric Syntheses Applying Enzymatic Processes -- 7. Total Syntheses Applying Diels-Alder Additions -- 8. Other Synthetic Approaches to 3- and 4-Deoxyhexoses -- 9. The Syntheses of D- and L-Lividosamine -- REFERENCES -- CHAPTER 5. RECENT DEVELOPMENTS IN THE SYNTHESIS OF POLYSACCHARIDES AND STEREOSPECSFICITY OF GLYCOSYLATION REACTIONS -- 1. INTRODUCTION -- 2. STEREOSPECIPICITY OF GLYCOSYLATION. , 3. PROGRESS IN THE SYNTHESIS OF POLYSACCHARIDES WITH REGULAR STRUCTURE -- 4. ON SYNTHESIS OF POLYSACCHARIDES BY OTHER METHODS -- REFERENCES -- CHAPTER 6. LEVOGLUCOSENONE: A VERSATILE CARBOHYDRATE PRECURSOR FOR THE SYNTHESIS OF NATURAL PRODUCTS -- 1. INTRODUCTION -- 2. PHYSICO-CHEMICAL PROPERTIES -- 3. ISOLATION AND SYNTHESIS -- 4. REACTION OF CARBONYL GROUP -- 5. REACTION OF DOUBLE BOND -- 6.CUCLOADDITION -- 7. MICHAEL ADDITION REACTIONS -- S. MISCELLANEOUS REACTIONS -- 9. CONCLUSION -- REFERENCES -- CHAPTER 7. Chemical Synthesis of Branched Oligoribonucleotides and their Related Compounds -- 1. INTRODUCTION -- 2. THE SYNTHESIS OF BRANCHED RNA BY THE USE OF 2',3'-BISPHOSPHORYLATED RIBONUCLEOSIDE UNITS -- 3. THE SYNTESIS OF BRANCHED RNA BY THE USE OF SYNTHETIC UNIT (16) HAVING 3'-BIS(2-CYANOETHOXY)PHOSPHORYI. GROUP -- 4. OTHER METHODS FOR THE SYNTHESIS OF BRANCHED OLIGORIBONUCLEOTIDES -- 5. SYNTHESIS OF 2'-PHOSPHORYLATED OLIGORIBONUCLEOTIDES -- REFERENCES -- CHAPTER 8. Oxidation Products of Guaiazulene and Other Azulenic Hydrocarbons -- 1 INTRODUCTION -- 2 OXIDATION OF GUAIAZULENE -- 3 OXIDATION OF AZULENE -- 4 OXIDATION OF MONO-SUBSTITUTED AZULENES -- 5 OXIDATION OF DI-SUBSTITUTED AZULENES -- 6 OXIDATION OF TRI-SUBSTITUTED AZULENES -- 7 OXIDATION OF TETRA-SUBSTITUTED AZULENES -- 8 1H-N.M.R. DATA FOR SELECTED AZULENES AND RELATED COMPOUNDS -- 9 CONCLUSION -- ACKNOWLEDGEMENT -- REFERENCES -- CHAPTER 9. Syntheses of Hydroazulene Sesquiterpenes via Rearrangement of Substituted Hydronaphthalene Precursors -- 1 INTRODUCTION -- 2 PHOTOCHEMICAL REARRANGEMENTS -- 3 PINACOL REARRANGEMENTS -- 4 SOLVOLYTIC WAGNER-MEERWEIN REARRANGEMENTS -- 5 BASE-INDUCED AND -DIRECTED REARRANGEMENT OF HYDRONAPHTHALENE TOSYLATES -- 6 TOTAL SYNTHESIS OF (±)-5-epi-NARDOL -- 7 BASE-INDUCED AND -DIRECTED ELIMINATION OF HYDROAZULENE MESYLATES. , 8 TOTAL SYNTHESIS OF (±)-ALLOAROMADENDRANE-4β,10α-DIOL AND(±)-ALLOAROMADENDRANE-4α,10α-DIOL -- REFERENCES AND NOTES -- CHAPTER 10. A CHAPTER IN THUJONE CHEMISTRY - FROM WASTE BY-PRODUCT TO NATURAL PRODUCTS ANDRELATED COMPOUNDS -- 1. INTRODUCTION -- 2. SYNTHESIS OF INSECT JUVENILE HORMONE ANALOGUES. -- 3. SYNTHESIS OF PYRETHRIN ANALOGUES -- 4. SYNTHESIS OF CHIRAL SESQUITERFENES -- 5. SYNTHESIS OF ROSE OIL COMPONENTS -- 6. SYNTHESIS OF CHIRAL STEROID ANALOGUES -- 7. SUMMARY -- 8. Acknowledgements -- References -- CHAPTER 11. The Total Synthesis of Eudesm-11-en-4-ols -- 1 STRUCTURE -- 2 OCCURRENCE and BIOLOGICAL ACTIVITY -- 3 SYNTHESES -- REFERENCES AND NOTES -- CHAPTER 12. Asymmetric Synthesis Using Chiral Acetals from C2-Symmetric Diols and Its Application to Natural Product Synthesis -- Introduction -- 1. Asymmetric Reactions Involving Cleavage of C-O Bond of the Acetal -- 2. Asymmetric Reactions on a Prochiral Center Using the Neighboring Chiral Acetals as Chiral Auxiliary -- REFERENCES -- CHAPTER 13. ASYMMETRIC SYNTHESIS OF SOME NATURAL SPIRO COMPOUNDS UTILIZING CHIRAL SULFOXIDE AUXILIARY -- 1. INTRODUCTION -- 2. STRATEGY FOR STEREOSELECTNE SYNTI{ESIS OF SPIROKETALS -- 3. ASYMMETRIC SYNTHESIS OF NON-SUBSTITUTED 1,7-DIOCASPIRO-[5.5]UNDECANE AND ITS RELATED COMPOUNDS -- 4. SYNTHESIS OF 2-METHYL-i ,6-DIOCASRIRO[4.5]DECANE -- 5. ASYMMETRIC SYNTHESIS OF TALAROMYCIN A AND B -- 6. ASYMMETRIC SYNTHESIS OF (-)-SIBIRINE -- 7. ASYMMETRIC CONSTRUCTION OF CARBOCYCLIC SPIRO COMPOUNDS -- 8. SUMMARY -- REFERENCES -- CHAPTER 14. ASYMMETRIC CONSTRUCTION OF VERSATILE CHIRAL BUILDING BLOCKS AND THEIR APPLICATION TO THE SYNTHESES OF NATURAL PRODUCTS -- 1. INTRODUCTION -- 2. CONSTRUCTION OF VERSATILE CHIRAL BUILDING BLOCKS VIA AN ASYMMETRIC INTRAMOLECULAR MICHAEL REACTION -- 3. CONSTRUCTION OF PYRROLIDINES USING THE SHARPLESS ASYMMETRIC EPDXIDATION. , 4. CONSTRUCTION OF CIS-α,α-DISUBSTITUTED PIPERIDINES AND PYROLIDINES USING ASYMMETRIC CLEAVAGE OF AZABICYCLO [3.n.1] KETONE SYSTEMS -- 5. CONCLUSION -- References and Notes -- CHAPTER 15. CATIONIC CYCLOPENTANNELATION REACTIONS -- 1. INTRODUCTION -- 2. RESULTS AND DISCUSSION -- 3. RELATED WORK -- 4. EPILOGUE -- REFERENCES -- CHAPTER 16. CHIRAL CONSTRUCTION OF QUATERNARY CARBONS THROUGH ADDITION-ELIMINATION PROCESS: APPLICATION TO THE NATURAL PRODUCT SYNTHESES -- 1. INTRODUCTION -- 2. SYNTHESES OF ALKALOIDS -- 3. DITERPENOIDS -- 4. CLOSING REMARKS -- REFERENCES -- CHAPTER 17. ORGANIC SYNTHESIS USING HYDROGEN ATOM ABSTRACTION REACTIONS GEORGE A. KRAUS and MARK D. SCHWINDEN -- 1. INTRODUCTION -- 2. AFLATOXIN MODEL SYSTEM -- 3. ALKALOID SYNTHETIC STUDIES -- 4. THE SYNTHESIS OF CARBOHYDRATE DERIYATNES -- 5. REFERENCES -- CHAPTER 18. TAXODIONE SYN'GHE'G1C STUDIES -- 1. INTRODUCTION -- 2. MAJOR CONTRIBUTIONS TO THE SYNTHESIS OF TAXODIONE BY OTHER WORKERS -- REFERENCES -- CHAPTER 19. SYNTHETIC STUDIES IN THE FIELD OF INDOLE ALKALOIDS. PART 2. -- 1. INTRODUCTION -- 2. STEREOREGULATION OF THE C (12b) H-C (1) H, C (12b) H-C (2) H AND C (12b) H-C (3) H RELATIONSHIP IN THE PREPARATION OF INDOLO-[2,3-a]QUINOLIZIDINES -- 3. DIHYDROANTIRHINE AND DIHYDROHUNTERBURNINE SYNTHESES -- 4. CORYNANTHEIDOL AND 3-EPICORUNANTHEIDOL SYNTHESES -- 5. ALLOYOHIMBANE AND EPIALLOYOHIMBANE SYNTHESES -- 6. STEREOSELECTIVE PREPARATION OF INDOLOQUINOLIZIDINE Nb-OXIDES -- 7. INDOLOQUINOLIZIDINE IMINIUM SPECIES -- 8. STEREOSELECTIVE PREPARATION OF INDOLOQUINOLIZIDINE Nb-METHOSALTS -- 9. STEREOCHEMICAL COURSE OF THE ALKALINE DECARBOALKOXYLATIVE CYCLIZATION -- 10. DIMETHYLACETAMIDE DIMETHYLACETAL IN THE PREPARATION OF INDOLO[2,3-a]QUINOLIZIDINES BY THE CLAISEN REARRANGEMENT -- 11. ORTHO ESTERS IN THE CLAISEN REARRANGEMENT -- 12. VINCAMINE SYNTHESIS. , 13. PREPARATION OF INDOLOQUINOLIZIDINE ENAMINES -- 14. EBURNAMONINE SYNTHESIS -- 15. FUNCTIONALIZATION OF C (17) IN THE DESETHYLEBURNAMONINE SERIES -- ACKNOWLEDGEMENTS -- REFERENCES -- CHAPTER 20. STEREOSELECTIVITY IN SYNTHESIS AND BIOSYNTHESIS OF LUPINE AND NITRARIA ALKALOIDS -- 1 INTRODUCTION -- 2 QUINOLIZIDINE ALKALOIDS: LUPININE / EPILUPININE -- 3 PIPERIDINE ALKALOIDS FROM NITRARIA SPECIES -- 4 REFERENCES -- CHAPTER 21. BIOMIMETIC SYNTHESIS OF BENZO[C]PHENANTHRIDINE ALKALOIDS FROM PROTOBERBERINES -- 1 INTRODUCTION -- 2 ENAMIDE-ALDEHYDE CYCLIZATION -- 3 OXYGENATTVE CONVERSION OF BENZO[C]PHENANTHRIDINE ALKALOIDS -- 4 ENAMINE-ALDEHYDE CYCLIZATION -- 5 CATIONIC CYCLIZATION -- 6 SYNTHESIS OF 3-ARYLISOQUINOLINE ALKALOID -- 7 SUMMARY -- ACKNOWLEDGEMENT -- REFERENCES -- CHAPTER 22. SYNTHETIC APPROACHES TO VINBLASTINE AND VINCRISTINE - ANTICANCER ALKALOIDS OF CATHARANTHUS ROSEUS -- 1. IN1RODUCTION -- 2. J.P. KUTNEY'S CONTRIBUTIONS -- 3. R.D. MAGNUS'S CONTRIBUTIONS -- 4. M.E. KUENNE'S COlGGRIBUTIONS -- 5. ATTA-UR-RAHMAN'S CONTRIBUTIONS -- 6. G. SCHHOS CONTRIBUTIONS -- 7. M. GORMAN'S CONTRIBUTIONS -- 8. S. TAKANO'S CONTRIBUTIONS -- 9. G. BUCHI'S CONTRIBUTIONS -- 10. R. POTIER'S CONGRIBUTIONS -- 11. REFERENCES -- SUBJECT INDEX.
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