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xiii | |
Abbreviations |
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xv | |
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1 | (6) |
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1 | (1) |
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The β-amino acids, the γ-amino acids, etc. |
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1 | (1) |
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Amino acids with side-chain functional groups |
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2 | (1) |
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Mechanistic details of reactions with amino acids |
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2 | (1) |
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Practical details provided in this book |
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2 | (2) |
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4 | (1) |
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4 | (3) |
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Acylation and alkoxycarbonylation of the amino group |
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7 | (14) |
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7 | (1) |
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N-Acylation and N-alkoxycarbonylation |
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7 | (1) |
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Purification of products of acylation of amino acids |
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8 | (3) |
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N-Benzyloxycarbonyl-L-amino acids |
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11 | (5) |
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N-tert-Butoxycarbonylation of sterically hindered α-amino acids |
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16 | (5) |
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18 | (3) |
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Thioacylation of the amino group of an amino acid |
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21 | (6) |
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21 | (1) |
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22 | (1) |
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Cyclization of N-thioacylamino acids to 2, 4-disubstituted thiazol-5(4H)-ones---racemization of L-and D-amino acids |
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23 | (4) |
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24 | (3) |
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Mono- and di-alkylation of the amino group |
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27 | (6) |
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Preparations from N-protected amino acids |
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27 | (3) |
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Preparation by reduction of Schiff bases |
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30 | (1) |
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N,N-Dibenzylamino acid benzyl esters |
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31 | (2) |
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32 | (1) |
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Reactions at the carboxy group of an amino acid---amino acid salts |
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33 | (4) |
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33 | (1) |
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Solubility of amino acids in water and in organic solvents---preparation of an organic salt of an amino acid |
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33 | (4) |
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35 | (2) |
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Reactions at the carboxy group of an amino acid---esterification of amino acids |
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37 | (14) |
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37 | (1) |
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Standard esterification protocols |
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38 | (6) |
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Aryl and heteroaryl esters of N-protected amino acids |
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44 | (3) |
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2-Phenylthiazol-5-yl esters of N-protected amino acids |
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47 | (4) |
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48 | (3) |
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Carboxy group modifications---synthesis of a homochiral ketone derived from L-tryptophan |
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51 | (22) |
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51 | (1) |
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51 | (6) |
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Ketones derived from amino acids |
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57 | (6) |
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The Horner-Wadsworth-Emmons reaction |
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63 | (3) |
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Reduction of α,β-unsaturated ketones to saturated ketones |
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66 | (2) |
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Deprotection of the amino ketone |
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68 | (5) |
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71 | (2) |
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Synthons derived from aspartic and glutamic acids |
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73 | (28) |
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73 | (1) |
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73 | (5) |
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78 | (5) |
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83 | (10) |
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93 | (8) |
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98 | (3) |
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Benzophenone Schiff bases of α-amino acid esters as electrophiles. Addition of Grignard reagents and alkyllithiums to produce threo-amino alcohols and amino polyols |
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101 | (14) |
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101 | (1) |
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Preparation of benzophenone Schiff bases |
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102 | (3) |
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Tandem reduction and alkylation of the Schiff base esters |
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105 | (6) |
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Synthesis of more complex amino polyols |
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111 | (4) |
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113 | (2) |
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Synthetic uses of serine, threonine and cysteine |
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115 | (18) |
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115 | (2) |
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Acetonide protection of L-serine, L-threonine and L-cysteine |
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117 | (6) |
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Reduction of L-serine-, L-threonine-and L-cysteine-derived acetonide esters |
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123 | (10) |
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129 | (4) |
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Synthetic uses of methionine |
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133 | (12) |
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133 | (1) |
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Synthesis of N-(benzyloxycarbonyl)-L-vinylglycine methyl ester from L-methionine methyl ester hydrochloride |
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134 | (5) |
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Synthesis of L-aspartic β-semialdehyde |
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139 | (6) |
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142 | (3) |
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Metal-mediated modification of the side-chains of α-amino acids |
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145 | (40) |
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145 | (1) |
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146 | (35) |
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181 | (4) |
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182 | (3) |
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Diastereocontrolled functionalization of enantiomerically pure 5-phenyl-1,4-oxazin-2-ones by azomethine ylid generation and trapping |
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185 | (48) |
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Construction of 1,4-oxazin-2-ones |
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185 | (20) |
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Diastereocontrolled functionalization of 1,4-oxazin-2-one templates via azomethine ylid generation and dipolar cycloaddition reactions |
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205 | (17) |
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Hydrogenolytic cleavage of the 1,4-oxazin-2-one template and liberation of the free amino acids |
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222 | (11) |
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229 | (4) |
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Reductive modifications of the carboxy group |
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233 | (10) |
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233 | (6) |
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Swern oxidation of primary β-aminoalkanols to α-amino aldehydes |
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239 | (4) |
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241 | (2) |
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Reactions at the α-carbon atom of α-amino acid derivatives |
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243 | (4) |
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243 | (1) |
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Acidity of α-amino acids; racemization of L-α-amino acids |
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243 | (2) |
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α,β-Elimination from protected α-amino acids giving protected α-aminoacrylic acids |
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245 | (2) |
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246 | (1) |
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Modifications of the aryl substituents of β-aryl α-amino acids |
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247 | (6) |
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247 | (1) |
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Tyrosinase (alias polyphenol oxidase, monophenol oxidase, EC 1.14.18.1) |
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247 | (6) |
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252 | (1) |
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Isolation and chromatographic purification of reaction products from amino acids |
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253 | (8) |
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253 | (1) |
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Reversed-phase dry flash chromatography |
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253 | (8) |
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259 | (2) |
List of suppliers |
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261 | (6) |
Index |
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267 | |