The Most Comprehensive Guide to Protective Groups in Organic
Synthesis Currently Available
For more than twenty-five years, Protective Groups in Organic
Synthesis has been the definitive guide for organic chemists in
designing synthetic routes. Now in its fourth edition, the text
continues to be a uniquely comprehensive and an indispensable
reference for both synthetic organic and medicinal chemists who
want to control the reactivity of the most common functional groups
during a synthetic sequence.
The Fourth Edition includes significant developments in protective
group chemistry since 1998. In addition to incorporating new
protective groups now available to the synthetic organic chemist,
such as the uniquely removable 2-methoxybenzenesulfonyl group for
the protection of amines, the book also covers new techniques for
the formation and cleavage of existing protective groups, providing
the most relevant and useful examples to illustrate each
methodology. The content is organized around the functional group
to be protected (ethers, acids, carbonyl groups, amines, amides,
phenols, etc.), and ranges from the simplest to the most complex
highly specialized protective groups.
New features of the Fourth Edition include:
- The addition of numerous new protective groups, such as the
fluorous family
- New methods for the cleavage and introduction of many of the
classic protective groups highlighting selectivity issues when
reported in the literature
- Expanded coverage of the unexpected side reactions that occur
with protective groups
- A new chart covering the selective deprotection of silyl
ethers
- 3,100 new references from the professional literature, complete
through the end of 2005
"...the most up-to-date compilation available...should be an integral part of all institutional libraries...it is also highly recommended that individuals...maintain their own copy..." (Journal of Medicinal Chemistry, March 8, 2007)
"...continues to be a comprehensive guide to the techniques for the formation and cleavage of protective groups." (Journal of the American Chemical Society, January 31, 2007)
"...the most up-to-date compilation available...should be an integral part of all institutional libraries...it is also highly recommended that individuals...maintain their own copy..." (Journal of Medicinal Chemistry, March 8, 2007) "...continues to be a comprehensive guide to the techniques for the formation and cleavage of protective groups." (Journal of the American Chemical Society, January 31, 2007)
"...the most up-to-date compilation available...should be an integral part of all institutional libraries...it is also highly recommended that individuals...maintain their own copy..." (Journal of Medicinal Chemistry, March 8, 2007) "...continues to be a comprehensive guide to the techniques for the formation and cleavage of protective groups." (Journal of the American Chemical Society, January 31, 2007)
PETER G. M. WUTS, PHD, is a Senior Research Fellow at Pfizer in Ann Arbor, Michigan.
The late THEODORA W. GREENE, PHD, was the librarian for the Rowland Institute for Science and former assistant editor for Organic Syntheses.
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Inhaltsangabe
- 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.