Table of Contents:
  • Death, Taxes, and Protecting Groups
  • Deprotection: The Concept of Orthogonal Sets
  • Protecting Groups Cleaved by Basic Solvolysis
  • Protecting Groups Cleaved by Acid
  • Protecting Groups Cleaved by Heavy Metals
  • Protecting Groups Cleaved by Fluoride Ions
  • Protecting Groups Cleaved by Reductive Elimination
  • Protecting Groups Cleaved by [beta]-Elimination Reactions
  • Protecting Groups Cleaved by Hydrogenolysis
  • Protecting Groups Cleaved by Oxidation
  • Protecting Groups Cleaved by Dissolving Metal Reduction
  • Protecting Groups Cleaved by Nucleophilic Substitution
  • Protecting Groups Cleaved by Transition Metal Catalysis
  • Protecting Groups Cleaved by Light
  • Protecting Groups Cleaved by Enzymes
  • Relay Deprotection
  • Transprotection
  • Mutual Protection
  • Temporary Protection
  • Protecting Groups As Not-So-Innocent Bystanders
  • Neighbouring Group Participation
  • Conformational and Electronic Effects
  • Co-ordination Effects
  • Protecting Groups and Solid-Phase Synthesis
  • General Reviews on Protecting Groups
  • Reviews on Enzyme-Labile Protecting Groups
  • Reviews on Photo-Labile Protecting Groups
  • Reviews on Linkers in Solid-Phase Synthesis
  • Reviews on the Synthesis of Complex Targets Including Discussion of Protecting Group Problems and Strategies
  • Carbonyl Protecting Groups
  • O, O-Acetals
  • Cyclic Acetals
  • O, O-Acetals in Asymmetric Synthesis
  • Acyclic O, O-Acetals
  • S, S-Acetals
  • O, S-Acetals
  • N, O-Acetals
  • Cyanohydrins
  • Orthoester Derivatives
  • O, O, O-Orthoesters
  • O, S, S-Orthoesters.
  • S, S, S-Orthoesters
  • Oxazolines
  • Reviews Concerning the Preparation of O, O-Acetals and Their Use as Protecting Groups
  • Reviews Concerning the Mechanism for Hydrolysis of Acetals
  • Reviews Concerning O, O-Acetals as Reactive Functionality
  • Reviews Concerning the Preparation, Chemistry, and Hydrolysis of O, S- and S, S-Acetals
  • Reviews Concerning the Synthesis and Reactions of N, O-Acetals and Their Use in Asymmetric Synthesis
  • Reviews Concerning the Chemistry of Orthoesters and Oxazolines
  • Diol Protecting Groups
  • O, O-Acetals
  • Isopropylidene Acetals
  • Cyclopentylidene and Cyclohexylidene Acetals
  • The Arylmethylene Acetal Family
  • Methylene Acetals
  • Diphenylmethylene Acetals
  • 1,2-Diacetals
  • Dispoke Derivatives
  • Cyclohexane-1,2-diacetals
  • Butane-2,3-diacetals
  • Silylene Derivatives
  • 1,1,3,3-Tetraisopropyldisiloxanylidene Derivatives
  • N, O-Acetals for the Protection of 1,2- and 1,3-Amino Alcohols
  • Reviews Concerning the Protection of 1,2- and 1,3-Diols
  • Reviews Concerning Acetal Derivatives of Carbohydrates
  • Reviews Concerning 1,2-Diacetals
  • Reviews Concerning N, O-Acetals
  • Hydroxyl Protecting Groups
  • Silyl Ethers
  • Trimethylsilyl (TMS) Ethers
  • Triethylsilyl (TES) Ethers
  • tert-Butyldimethylsilyl (TBS) Ethers
  • tert-Butyldiphenylsilyl (TBDPS) Ethers
  • Triisopropylsilyl (TIPS) Ethers
  • Diethylisopropylsilyl (DEIPS) Ethers
  • Thexyldimethylsilyl (TDS) Ethers
  • Triphenylsilyl (TPS) Ethers
  • Di-tert-butylmethylsilyl (DTBMS) Ethers
  • Alkyl Ethers
  • Methyl Ethers
  • tert-Butyl Ethers.
  • Benzyl Ethers (Bn)
  • p-Methoxybenzyl (PMB) and 3,4-Di-methoxybenzyl (DMB) Ethers
  • Trityl (Tr) Ethers
  • Allyl Ethers and Allyloxycarbonyl Derivatives
  • Alkoxymethyl Ethers
  • Methoxymethyl (MOM) Ethers
  • 2-Methoxyethoxymethyl (MEM) Ethers
  • Benzyloxymethyl (BOM) and Related Ethers
  • p-Methoxybenzyloxymethyl (PMBM) Ethers
  • 2-(Trimethylsilyl)ethoxymethyl (SER) Ethers
  • Tetrahydropyranyl (THP) and Related Ethers
  • Methylthiomethyl (MTM) Ethers
  • Esters
  • Acetate Esters (Ac)
  • Benzoate Esters (Bz)
  • Pivalate Esters (R)
  • Methoxyacetate Esters
  • Chloroacetate Esters
  • Levulinate Esters (Lev)
  • Carbonates
  • Benzyl Carbonates (RO-CBz)
  • p-Nitrobenzyl Carbonates (RO-CO[subscript 2]PNB)
  • tert-Butyl Carbonates (RO-Boc)
  • 2,2,2-Trichloroethyl Carbonates (RO-Troc)
  • 2-(Trimethylsilyl)ethyl Carbonates (RO-Teoc)
  • Allyl Carbonates (RO-Aloc)
  • General Reviews Concerning the Protection of Hydroxyls
  • Reviews Concerning Enzyme-Mediated Esterification and Hydrolysis of Esters
  • Reviews Concerning Organosilicon and Organotin Chemistry Relevant to Hydroxyl Protection
  • Thiol Protecting Groups
  • Thioether Derivatives
  • tert-Butyl Thioethers
  • Benzyl and Substituted Benzyl Thioethers
  • Trityl (Tr) Thioethers
  • 2-(Trimethylsilyl)ethyl (TMSE) Thioethers
  • 2-Cyanoethyl Thioethers
  • 9-Fluorenylmethyl (Fm) Thioethers
  • Thiocarbonate Derivatives
  • Disulfides as Protecting Groups and Targets
  • Reviews Concerning the Protection of Thiols
  • Reviews Concerning the Chemistry of Thiols and Disulfides.
  • Carboxyl Protecting Groups
  • General Comments on the Esterification of Carboxylic Acids
  • Methyl Esters and Derivatives
  • Methyl Esters
  • tert-Butyl Esters
  • Benzyl Esters
  • Allyl Esters
  • Phenacyl Esters
  • Alkoxyalkyl Esters
  • Esters Cleaved by [beta]-Elimination Reactions
  • 2,2,2-Trichloroethyl Esters
  • 2-(Trimethylsilyl)ethyl (TMSE) Esters
  • 2-Tosylethyl Esters and Related Base-Labile Groups
  • Silyl Esters
  • Reviews Concerning the Specific Use of Esters as Protecting Groups
  • Reviews Concerning the Preparation of Esters
  • Reviews Concerning Techniques for Facilitating Esterification
  • Reviews Concerning the Use of Allyl Esters in Carboxyl Protection
  • Reviews Concerning the Nucleophilic Cleavage of Esters
  • Phosphate Protecting Groups
  • The Reaction of Phosphate Esters with Nucleophiles
  • Alkyl Esters
  • Methyl and Isopropyl Esters
  • tert-Butyl Esters
  • Benzyl Esters
  • Allyl Esters
  • 3',5'-Dimethoxybenzoin Esters
  • p-Hydroxyphenacyl Esters
  • Esters Cleaved by [beta]-Elimination Reactions
  • 2-Cyanoethyl Esters
  • 9-Fluorenylmethyl Esters
  • 2-(Trimethylsilyl)ethyl Esters
  • 2-(Methylsulfonyl)ethyl Esters and Related Base-Labile Groups
  • 2,2,2-Trichloroethyl Esters
  • Reviews Concerning Protection for the Phosphate Group
  • Reviews Concerning the Mechanism of Nucleophilic Substitution in Phosphate Esters
  • Amino Protecting Groups
  • Imides and Amides
  • Phthaloyl (Phth) and Tetrachlorophthaloyl (TCP)
  • Dithiasuccinyl (Dts)
  • Trifluoroacetyl
  • Relay Deprotection of N-Acyl Derivatives.
  • Carbamates
  • Methoxy- and Ethoxycarbonyl
  • tert-Butoxycarbonyl (Boc)
  • Benzyloxycarbonyl (Z or Cbz)
  • Allyloxycarbonyl (Aloc)
  • 9-Fluorenylmethoxycarbonyl (Fmoc)
  • 2-(Trimethylsilyl)ethoxycarbonyl (Teoc)
  • 2,2,2-Trichloroethoxycarbonyl (Troc)
  • Sulfonyl Derivatives
  • Arylsulfonyl Derivatives
  • 2-(Trimethylsilyl)ethylsulfonyl (SES) Derivatives
  • N-Sulfenyl Derivatives
  • N-Alkyl Derivatives
  • N, O-Acetals
  • Triazinanones
  • Benzyl (Bn) and Diphenylmethyl (Dpm)
  • Trityl (Tr) and 9-Phenylfluorenyl (PhFl)
  • Allyl
  • N-Silyl Derivatives
  • Imine and Enamine Derivatives
  • N-Bis(methylthio)methylene
  • N-Diphenylmethylene
  • Special Cases
  • Orthogonal Protecting Groups for the Synthesis of Polyamines
  • Protecting Groups for Guanidines
  • Protecting Groups for Indoles, Pyrroles, and Imidazoles
  • General Reviews on Amino Protecting Groups
  • Reviews Concerning N-Protection in the Synthesis of [alpha]-Amino Aldehydes and Ketones
  • Reviews Concerning N-Protection in the Synthesis of [beta]-Lactams
  • Reviews Concerning N-Functional Groups Pertinent to Their Role as Protecting Groups
  • Reviews Concerning the Synthesis of Natural Guanidine Derivatives
  • Reviews Concerning the Synthesis of Natural Polyamines.