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Greene's Protective Groups in Organic Synthesis
30 Oct 2006-
TL;DR: The role of protection groups in organic synthesis is discussed in this paper, where the authors present several general methods for phosphate Ester formation. But none of these methods are suitable for practical applications.
Abstract: Preface to the Fourth Edition. Preface to the Third Edition. Preface to the Second Edition. Preface to the First Edition. Abbreviations. 1. The Role of Protective Groups in Organic Synthesis. 2. Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols. Ethers. Esters. Protection for 1,2- and 1,3-Diols. 3. Protection for Phenols and Catechols. Protection for Phenols. Ethers. Silyl Ethers. Esters. Carbonates. Aryl Carbamates. Phosphinates. Sulfonates. Protection for Catechols. Cyclic Acetals and Ketals. Cyclic Esters. Protection for 2-Hydroxybenzenethiols. 4. Protection for the Carbonyl Group. Acetals and Ketals. Miscellaneous Derivatives. Monoprotection of Dicarbonyl Compounds. 5. Protection for the Carboxyl Group. Esters. Amides and Hydrazides. Protection of Boronic Acids. Protection of Sulfonic Acids. 6. Protection for the Thiol Group. Thioethers. Thioesters. Miscellaneous Derivatives. 7. Protection for the Amino Group. Carbamates. Amides. Special -NH Protective Groups. Protection for Imidazoles, Pyrroles, Indoles, and other Aromatic Heterocycles. Protection for the Amide -NH. Protection for the Sulfonamide -NH. 8. Protection for the Alkyne -CH. 9. Protection for the Phosphate Group. Some General Methods for Phosphate Ester Formation. Removal of Protective Groups from Phosphorus. Alkyl Phosphates. Phosphates Cleaved by Cyclodeesterifi cation. Benzyl Phosphates. Phenyl Phosphates. Photochemically Cleaved Phosphate Protective Groups. Amidates. Miscellaneous Derivatives. 10. Reactivities, Reagents, and Reactivity Charts. Reactivities. Reagents. Reactivity Charts. 1 Protection for the Hydroxyl Group: Ethers. 2 Protection for the Hydroxyl Group: Esters. 3 Protection for 1,2- and 1,3-Diols. 4 Protection for Phenols and Catechols. 5 Protection for the Carbonyl Group. 6 Protection for the Carboxyl Group. 7 Protection for the Thiol Group. 8 Protection for the Amino Group: Carbamates. 9 Protection for the Amino Group: Amides. 10 Protection for the Amino Group: Special -NH Protective Groups. 11 Selective Deprotection of Silyl Ethers. Index.
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