3-Amino-2-arylpropanoic acids by electrophilic substitution of 2-arylethylamines at the benzylic position

Title amino acids I (R, R1, R2 = H, OMe) were prepd. from 2-arylethylamines II by a reaction sequence consisting of N-pivaloylation, lithiation at the benzylic position with tert-BuLi, carboxylation, and deprotection by refluxing in 20% hydrochloric acid. [on SciFinder (R)]


Published in:
Tetrahedron Letters, 32, 17, 1963-4
Year:
1991
Keywords:
Note:
CAN 115:48995
25-17
Benzene, Its Derivatives, and Condensed Benzenoid Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0040-4039
written in English.
134699-76-6P; 134699-77-7P; 134699-78-8P; 134699-79-9P; 134699-80-2P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. and N-deprotection of); 90765-41-6P; 91012-74-7P; 91012-75-8P; 91248-23-6P; 134699-81-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 42600-75-9; 62056-54-6; 134699-73-3; 134699-74-4; 134699-75-5 Role: RCT (Reactant), RACT (Reactant or reagent) (sequential lithiation and carboxylation of)
Laboratories:




 Record created 2006-03-03, last modified 2018-12-03


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